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151. Yttrium Amidopyridinate Complexes: Synthesis and Characterization of New Y-Alkyl and Y-Hydrido Derivatives

Author

Luconi, Lapo, Lyubov, Dmitrii M., Bianchini, Claudio, Rossin, Andrea, Faggi, Cristina, Fukin, Georgii K., Cherkasov,Anton V., Shavyrin, Andrei S., Trifonov, Alexander A., and Giambastiani, Giuliano

Subjects
Hydrides, Amidopyridinate, Metathesis, Yttrium, Polymerization
Abstract

Aryl- or heteroaryl-substituted aminopyridine ligands (N2HAr) react with an equimolar amount of [Y(CH2SiMe3)3-(thf)2] to give yttrium(III)-monoalkyl complexes. The process involves the deprotonation of N2HAr by a yttrium alkyl followed by a rapid and quantitative intramolecular sp2-CH bond activation of the aryl or heteroaryl pyridine substituents. As a result, new Y complexes distinguished by rare examples of CH bond activations have been isolated and completely characterized. Selective ?-bond metathesis reactions take place on the residual Y-alkyl bonds upon treatment with PhSiH3. Unusual binuclear metallacyclic yttrium(III)-hydrido complexes have been obtained and characterized by NMR spectroscopy and X-ray diffraction analysis.

Published
2010

152. Organolanthanide Complexes Supported by Thiazole-Containing Amidopyridinate Ligands: Synthesis, Characterization, and Catalytic Activity in Isoprene Polymerization

Author

Luconi, Lapo, primary, Lyubov, Dmitrii M., additional, Rossin, Andrea, additional, Glukhova, Tatyana A., additional, Cherkasov, Anton V., additional, Tuci, Giulia, additional, Fukin, Georgy K., additional, Trifonov, Alexander A., additional, and Giambastiani, Giuliano, additional

Published
2014
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153. Crystal-to-crystal phase transition and CO2 adsorption properties of polymeric magnesium formate

Author

Rossin, Andrea, Ienco, Andrea, Costantino, Ferdinando, Montini, Tiziano, Di Credico, Barbara, Caporali, Maria, Gonsalvi, Luca, Fornasiero, Paolo, and Peruzzini, Maurizio

Subjects
hydrogen, magnesium formate, CO2 absorption, X-ray crystallography
Abstract

The solvothermal reaction of magnesium(II) salts with formic acid in N,N-dimethylformamide/H2O at 140 °C for 24 h afforded two different polymeric magnesium(II) formates, depending on the relative DMF/H2O content. A trigonal (space group R3j c) anhydrous phase Mg(HCOO)2(HCOOH) ? (CH3)2NH (1) is formed under "dilute" conditions, while the orthorhombic (space group Pbca) dihydrate Mg(HCOO)2 ·2H2O (2) is the main product when the water content is higher. When 2 is dehydrated at 300 °C and subsequently exposed to water vapors, a quasi-reversible phase transition was observed, leading to a different polymorph of the same species (2a, monoclinic, space group P21/c). The process was entirely followed by X-ray powder diffraction (XRPD) at variable temperatures, and the same XRPD technique was used for structure solution and refinement of compound 2a. Finally, CO2 adsorption isotherms at ambient temperature were recorded for (preactivated) 2, in order to test it as greenhouse gas storage material. A (promising) maximum value of 1.32 wt% CO2 is stored under these conditions, but the plateau in the adsorption curve was not reached because of the higher carbon dioxide pressures required.

Published
2008
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154. Competition between the Hydride Ligands of Two Types in Proton Transfer to [{κ3- P-CH3C(CH2CH2PPh2)3}RuH(η2-BH4)].

Author

Golub, Igor E., Filippov, Oleg A., Belkova, Natalia V., Gutsul, Eugenii I., Epstein, Lina M., Rossin, Andrea, Peruzzini, Maurizio, and Shubina, Elena S.

Subjects
HYDRIDES, LIGANDS (Chemistry), COORDINATION compounds, CHEMICAL reactions, PROTONS, COMPLEX compounds
Abstract

The interaction of the mixed hydrido-tetrahydridoborate ruthenium(II) complex [(Triphos)RuH(η2-BH4)] [ 1; Triphos = κ3- P-CH3C(CH2CH2PPh2)3] with alcohols of variable acidic strength [MeOH, FCH2CH2OH (MFE), CF3CH2OH (TFE), (CF3)2CHOH (HFIP), and (CF3)3COH (PFTB)] was the subject of a combined computational (DFT) and spectroscopic (VT FTIR, NMR) study. The experimental spectra suggests that RuH ···HO bond formation precedes the protonation of 1, and H2 evolution leads to the loss of boron and the formation of the dimetallic [{(Triphos)RuH}2(µ,η2:η2-BH4)]+ cation. The experimentally determined basicity factor [ Ej(RuH)] of the Ru-bound hydrido ligand of 1.43 is among the highest determined for ruthenium hydrides. Such high basicity leads to very easy proton transfer to the RuH ligand for strong alcohols (HFIP and PFTB). An alternative reaction pathway involving the migration of the bridging hydride (BHbr) to the ruthenium center is suggested for weaker proton donors (MeOH and TFE). [ABSTRACT FROM AUTHOR]

Published
2017
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155. Binuclear Copper(I) Borohydride Complex Containing Bridging Bis(diphenylphosphino) Methane Ligands: Polymorphic Structures of [(μ2-dppm)2Cu2(η²-BH4)2] Dichloromethane Solvate.

Author

Belkova, Natalia V., Golub, Igor E., Gutsul, Evgenii I., Lyssenko, Konstantin A., Peregudov, Alexander S., Makhaev, Viktor D., Filippov, Oleg A., Epstein, Lina M., Rossin, Andrea, Peruzzini, Maurizio, and Shubina, Elena S.

Subjects
METHANE, BORATES, CHEMICAL synthesis
Abstract

Bis(diphenylphosphino)methane copper(I) tetrahydroborate was synthesized by ligands exchange in bis(triphenylphosphine) copper(I) tetrahydroborate, and characterized by XRD, FTIR, NMR spectroscopy. According to XRD the title compound has dimeric structure, [(μ2-dppm)2Cu2(η2-BH4)2], and crystallizes as CH2Cl2 solvate in two polymorphic forms (orthorhombic, 1, and monoclinic, 2) The details of molecular geometry and the crystal-packing pattern in polymorphs were studied. The rare Twisted Boat-Boat conformation of the core Cu2P4C2 cycle in 1 is found being more stable than Boat-Boat conformation in 2. [ABSTRACT FROM AUTHOR]

Published
2017
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157. C1 and Cs 2-pyridylethylanilido zirconium(iv), yttrium(iii) and lutetium(iii) complexes: synthesis, characterization and catalytic activity in the isoprene polymerization.

Author

Luconi, Lapo, Kissel, Alexander A., Rossin, Andrea, Khamaletdinova, Nadiya M., Cherkasov, Anton V., Tuci, Giulia, Fukin, Georgy K., Trifonov, Alexander A., and Giambastiani, Giuliano

Subjects
RARE earth metal analysis, POLYMERIZATION, ORGANOMETALLIC chemistry
Abstract

Neutral group-IV and rare-earth complexes stabilized by novel Cs and C1-symmetric 2-pyridylethylanilido ligands have been prepared and fully characterized before being scrutinized as catalyst precursors in the isoprene (IP) polymerization. In all the isolated complexes, these ligands coordinate to the metal centers in their monoanionic bidentate form. Tetra-amido ZrIV-complexes from this series (11 and 12) have shown only negligible catalytic activity in the IP polymerization, giving polydienes in traces, irrespective of the activator(s) and reaction conditions used. On the other hand, ternary systems made of a bis-alkyl rare-earth metal complex (13–16), an organoborate and a 10-fold excess of an aluminum-alkyl [pre-catalyst/Al-alkyl/borate = 1 : 10 : 1] are found to initiate the living IP polymerization with complete monomer conversion within a few minutes. The process selectivity has been investigated from different perspectives, analyzing its dependence from the rare-earth metal ion of choice (YIIIvs. LuIII), the ligand type (C1vs. Cs) and the activator(s). Polyisoprenes (PIPs) with a prevalent cis-1,4-motif (up to 67.0%) or mainly featured by vinyl pendant arms in their microstructure (up to 75.7% – 3,4-motif) are obtained. [ABSTRACT FROM AUTHOR]

Published
2017
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158. Novel yttrium and zirconium catalysts featuring reduced Ar-BIANH2 ligands for olefin hydroamination (Ar-BIANH2 = bis-arylaminoacenaphthylene).

Author

Cimino, Alessandro, Moscatelli, Filippo, Ferretti, Francesco, Ragaini, Fabio, Germain, Stéphane, Hannedouche, Jérôme, Schulz, Emmanuelle, Luconi, Lapo, Rossin, Andrea, and Giambastiani, Giuliano

Subjects
ZIRCONIUM catalysts, ACENAPHTHYLENE derivatives, HYDROAMINATION
Abstract

The novel class of bis-arylaminoacenaphthylenes (Ar-BIANH2) was employed for the preparation of zirconium and yttrium complexes to be used as catalysts for cyclohydroamination of a number of primary and secondary aminoalkenes. The complex [(2,6-iPr2C6H3-BIAN)Zr(NMe2)2(η1-NHMe2)] was isolated and completely characterized, including X-ray diffraction analysis. Despite its easy and almost quantitative isolation, it showed only moderate catalytic performance in the intramolecular hydroamination, irrespective of the cyclization precursor used. On the other hand, in situ generated YIII complexes obtained using the same class of ligands were found to be very active, leading to the hydroamination of substrates including those normally reluctant in undergoing cyclization such as those featuring an internal non-activated C=C double bond. Electron donating substituents and especially steric hindrance on the ligand improve the performance of the catalysts, allowing us to decrease the catalyst loading to 1 mol% in the latter case. [ABSTRACT FROM AUTHOR]

Published
2016
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160. Chemically Functionalized Carbon Nanotubes with Pyridine Groups as Easily Tunable N-Decorated Nanomaterials for the Oxygen Reduction Reaction in Alkaline Medium

Author

Tuci, Giulia, primary, Zafferoni, Claudio, additional, Rossin, Andrea, additional, Milella, Antonella, additional, Luconi, Lapo, additional, Innocenti, Massimo, additional, Truong Phuoc, Lai, additional, Duong-Viet, Cuong, additional, Pham-Huu, Cuong, additional, and Giambastiani, Giuliano, additional

Published
2014
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162. Metal‐to‐Ligand Alkyl Migration Inducing Carbon–Sulfur Bond Cleavage in Dialkyl Yttrium Complexes Supported by Thiazole‐Containing Amidopyridinate Ligands: Synthesis, Characterization, and Catalytic Activity in the Intramolecular Hydroamination Reaction

Author

Lyubov, Dmitry M., primary, Luconi, Lapo, additional, Rossin, Andrea, additional, Tuci, Giulia, additional, Cherkasov, Anton V., additional, Fukin, Georgy K., additional, Giambastiani, Giuliano, additional, and Trifonov, Alexander A., additional

Published
2014
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164. Catalytic amine-borane dehydrogenation by a PCP-pincer palladium complex: A combined experimental and DFT analysis of the reaction mechanism

Author

Ministerio de Economía y Competitividad (MINECO). España, Junta de Andalucía, Rossin, Andrea, Bottari, Giovanni, Lozano Vila, Ana María, Paneque Sosa, Margarita, Peruzzini, Maurizio, Rossi, Andrea, Zanobini, Fabrizio, Ministerio de Economía y Competitividad (MINECO). España, Junta de Andalucía, Rossin, Andrea, Bottari, Giovanni, Lozano Vila, Ana María, Paneque Sosa, Margarita, Peruzzini, Maurizio, Rossi, Andrea, and Zanobini, Fabrizio

Abstract

Catalytic dehydrogenation of ammonia-borane (NH3·BH 3, AB) and dimethylamine borane (NHMe2·BH 3, DMAB) by the PdII complex [(tBuPCP)Pd(H 2O)]PF6 [tBuPCP = 2,6-C6H 3(CH2PtBu2)2] leads to oligomerization and formation of spent fuels of general formula cyclo-[BH 2-NR2]n (n = 2,3; R = H, Me) as reaction byproducts, while one equivalent of H2 is released per amine-borane equivalent. The processes were followed through multinuclear (31P, 1H, 11B) variable temperature NMR spectroscopy; kinetic measurements on the hydrogen production rate and the relative rate constants were also carried out. One non-hydridic intermediate could be detected at low temperature, whose chemical nature was explored through a DFT modeling of the reaction mechanism, at the M06//6-31+G(d,p) computational level. The computational output was of help to propose a reliable mechanistic picture of the process.

Published
2013

165. Catalytic amine-borane dehydrogenation by a PCP-pincer palladium complex: A combined experimental and DFT analysis of the reaction mechanism

Author

Rossin, Andrea, Bottari, Giovanni, Lozano-Vila, Ana M., Paneque, Margarita, Peruzzini, Maurizio, Rossi, Andrea, Zanobini, Fabrizio, Rossin, Andrea, Bottari, Giovanni, Lozano-Vila, Ana M., Paneque, Margarita, Peruzzini, Maurizio, Rossi, Andrea, and Zanobini, Fabrizio

Abstract

Catalytic dehydrogenation of ammonia-borane (NH3·BH 3, AB) and dimethylamine borane (NHMe2·BH 3, DMAB) by the PdII complex [(tBuPCP)Pd(H 2O)]PF6 [tBuPCP = 2,6-C6H 3(CH2PtBu2)2] leads to oligomerization and formation of spent fuels of general formula cyclo-[BH 2-NR2]n (n = 2,3; R = H, Me) as reaction byproducts, while one equivalent of H2 is released per amine-borane equivalent. The processes were followed through multinuclear (31P, 1H, 11B) variable temperature NMR spectroscopy; kinetic measurements on the hydrogen production rate and the relative rate constants were also carried out. One non-hydridic intermediate could be detected at low temperature, whose chemical nature was explored through a DFT modeling of the reaction mechanism, at the M06//6-31+G(d,p) computational level. The computational output was of help to propose a reliable mechanistic picture of the process. This journal is © 2013 The Royal Society of Chemistry.

Published
2013

166. Surface Engineering of Chemically Exfoliated MoS2in a “Click”: How To Generate Versatile Multifunctional Transition Metal Dichalcogenides-Based Platforms

Author

Tuci, Giulia, Mosconi, Dario, Rossin, Andrea, Luconi, Lapo, Agnoli, Stefano, Righetto, Marcello, Pham-Huu, Cuong, Ba, Housseinou, Cicchi, Stefano, Granozzi, Gaetano, and Giambastiani, Giuliano

Abstract

The interest for transition metal dichalcogenides (TMDs) as two-dimensional (2D) analogues of graphene is steadily growing along with the need of efficient and easy tunable protocols for their surface functionalization. This latter aspect holds a key role in the widespread application of TMDs in various technological fields and it represents the missing step to bridge the gap between the more popular C sp2-based networks and their inorganic counterparts. Although significant steps forward have already been made in the field of TMDs functionalization (particularly for MoS2), a rational approach to their surface engineering for the generation of 2D organic–inorganic hybrids capable to accommodate various molecules featured by orthogonal groups has not been reported yet. The paper paves the way toward a new frontier for “click” chemistry in material science. It describes the post-synthetic modification (PSM) of covalently decorated MoS2nanosheets with phenylazido pendant arms and the successful application of CuAAC chemistry (copper-mediated azide–alkyne cycloaddition) towards the generation of highly homo- and hetero-decorated MoS2platforms. This contribution goes beyond the proof of evidence of the chemical grafting of organic groups to the surface of exfoliated MoS2flakes through covalent C–S bonds. It also demonstrates the versatility of the hybrid samples to undergo post-synthetic modifications thus imparting multimodality to these 2D materials. Several physico-chemical [SEM microscopy, fluorescence lifetime imaging (FLIM)], spectroscopic (IR, Raman, XPS, UV–vis), and analytical tools have been combined together for the hybrids’ characterization as well as for the estimation of their functionalization loading.

Published
2018
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167. Dihydrogen Bonding in Complex (PP3)RuH(η1-BH4) Featuring Two Proton-Accepting Hydride Sites: Experimental and Theoretical Studies

Author

Belkova, Natalia V., primary, Bakhmutova-Albert, Ekaterina V., additional, Gutsul, Evgenii I., additional, Bakhmutov, Vladimir I., additional, Golub, Igor E., additional, Filippov, Oleg A., additional, Epstein, Lina M., additional, Peruzzini, Maurizio, additional, Rossin, Andrea, additional, Zanobini, Fabrizio, additional, and Shubina, Elena S., additional

Published
2013
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170. A Dense Metal-Organic Framework for Enhanced Magnetic Refrigeration

Author

Lorusso, Giulia, primary, Sharples, Joseph W., additional, Palacios, Elias, additional, Roubeau, Olivier, additional, Brechin, Euan K., additional, Sessoli, Roberta, additional, Rossin, Andrea, additional, Tuna, Floriana, additional, McInnes, Eric J. L., additional, Collison, David, additional, and Evangelisti, Marco, additional

Published
2013
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174. Ammoniaâ€"Borane and Amineâ€"Borane Dehydrogenation Mediated by Complex Metal Hydrides.

Author

Rossin, Andrea and Peruzzini, Maurizio

Subjects
*TRANSITION metal hydrides, *BORANES, *CATALYTIC dehydrogenation
Abstract

This review is a comprehensive survey of the last 10 years of research on ammoniaâ€"borane and amineâ€"borane dehydrogenation mediated by complex metal hydrides (CMHs), within the broader context of chemical hydrogen storage. The review also collects those cases where CMHs are the catalyst spent form or its resting state. Highlights on the reaction mechanism (strictly dependent on the CMH of choice) and the catalysts efficiency (in terms of equivalents of H2 produced and relative reaction rates) are provided throughout the discussion. [ABSTRACT FROM AUTHOR]

Published
2016
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175. Dihydrogen Bonding and Proton Transfer from MH and OH Acids to Group 10 Metal Hydrides [( tBuPCP)MH] [ tBuPCP = κ3-2,6-( tBu2PCH2)2C6H3; M = Ni, Pd].

Author

Osipova, Elena S., Belkova, Natalia V., Epstein, Lina M., Filippov, Oleg A., Kirkina, Vladislava A., Titova, Ekaterina M., Rossin, Andrea, Peruzzini, Maurizio, and Shubina, Elena S.

Subjects
DIHYDROGEN bonding, PROTON transfer reactions, HYDRIDES, ENTHALPY, TAUTOMERISM
Abstract

The interactions of HA acids {indole, fluorinated alcohols, phenols, and [CpW(CO)3H] ( 2)]} with the title hydrides [( tBuPCP)MH] [M = Ni ( 1a), Pd ( 1b)] have been studied by a combination of spectroscopic (variable-temperature IR, NMR, UV/Vis) and computational (DFT/M06, AIM) methods in THF and toluene. The formation of the dihydrogen bond (DHB) 1···HA is the first step in a process leading to proton transfer and H2 evolution. The DHBs of 1 with 2 are much weaker than those of 1 with NH or OH acids, but the former complexes are more reactive. Kinetic studies of the reactions of 4-(4′-nitrophenylazo)phenol and [CpWH(CO)3] with 1b in THF gave activation enthalpies Δ H≠ = 9.2 ± 0.4 and 6.5 ± 1.5 kcal mol-1 and activation entropies Δ S≠ = -30 ± 1 and -35 ± 6 cal mol-1 K-1, respectively. Calculations revealed the (η2-H2)-like TS (Δ E≠ = 9.3 kcal mol-1) for the reaction of 1b with p-nitrophenol and the [Pd(η2-H2)]+OAr- complex as a local minimum at around 5 kcal mol-1 above the DHB adduct. In the reaction of 1b with 2, both the acidic WH and hydridic NiH or PdH bonds undergo heterolytic cleavage (Δ E≠ = 7.4 kcal mol-1) to yield the unusual µ,η1:1-H2 end-on complex. The µ,η1:1-H2 molecule transforms easily into the more stable η2-H2 side-on tautomer, which eventually gives the bimetallic product after H2 evolution. [ABSTRACT FROM AUTHOR]

Published
2016
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182. Ammonia Borane Dehydrogenation Catalyzed by (κ4-EP3)Co(H) [EP3= E(CH2CH2PPh2)3; E = N, P] and H2Evolution from Their Interaction with NH Acids

Author

Todisco, Stefano, Luconi, Lapo, Giambastiani, Giuliano, Rossin, Andrea, Peruzzini, Maurizio, Golub, Igor E., Filippov, Oleg A., Belkova, Natalia V., and Shubina, Elena S.

Abstract

Two Co(I) hydrides containing the tripodal polyphosphine ligand EP3, (κ4-EP3)Co(H) [E(CH2CH2PPh2)3; E = N (1), P (2)], have been exploited as ammonia borane (NH3BH3, AB) dehydrogenation catalysts in THF solution at T= 55 °C. The reaction has been analyzed experimentally through multinuclear (11B, 31P{1H}, 1H) NMR and IR spectroscopy, kinetic rate measurements, and kinetic isotope effect (KIE) determination with deuterated AB isotopologues. Both complexes are active in AB dehydrogenation, albeit with different rates and efficiency. While 1releases 2 equiv of H2per equivalent of AB in ca. 48 h, with concomitant borazine formation as the final “spent fuel”, 2produces 1 equiv of H2only per equivalent of AB in the same reaction time, along with long-chain poly(aminoboranes) as insoluble byproducts. A DFT modeling of the first AB dehydrogenation step has been performed, at the M06//6-311++G** level of theory. The combination of the kinetic and computational data reveals that a simultaneous B–H/N–H activation occurs in the presence of 1, after a preliminary AB coordination to the metal center. In 2, no substrate coordination takes place, and the process is better defined as a sequential BH3/NH3insertion process on the initially formed [Co]–NH2BH3amidoborane complex. Finally, the reaction of 1and 2with NH-acids [AB and Me2NHBH3(DMAB)] has been followed via VT-FTIR spectroscopy (in the −80 to +50 °C temperature range), with the aim of gaining a deeper experimental understanding of the dihydrogen bonding interactions that are at the origin of the observed H2evolution.

Published
2017
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188. Functionalization of Multiwalled Carbon Nanotubes with Cyclic Nitrones for Materials and Composites: Addressing the Role of CNT Sidewall Defects

Author

Giambastiani, Giuliano, primary, Cicchi, Stefano, additional, Giannasi, Alessandra, additional, Luconi, Lapo, additional, Rossin, Andrea, additional, Mercuri, Francesco, additional, Bianchini, Claudio, additional, Brandi, Alberto, additional, Melucci, Manuela, additional, Ghini, Giacomo, additional, Stagnaro, Paola, additional, Conzatti, Lucia, additional, Passaglia, Elisa, additional, Zoppi, Marco, additional, Montini, Tiziano, additional, and Fornasiero, Paolo, additional

Published
2011
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192. Acid–Base Interaction between Transition‐Metal Hydrides: Dihydrogen Bonding and Dihydrogen Evolution

Author

Levina, Vladislava A., primary, Rossin, Andrea, additional, Belkova, Natalia V., additional, Chierotti, Michele R., additional, Epstein, Lina M., additional, Filippov, Oleg A., additional, Gobetto, Roberto, additional, Gonsalvi, Luca, additional, Lledós, Agustí, additional, Shubina, Elena S., additional, Zanobini, Fabrizio, additional, and Peruzzini, Maurizio, additional

Published
2010
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198. Mechanistic Studies on the Interaction of [(κ3-P,P,P-NP3)IrH3] [NP3 = N(CH2CH2PPh2)3] with HBF4 and Fluorinated Alcohols by Combined NMR, IR, and DFT Techniques

Author

Rossin, Andrea, primary, Gutsul, Evgenii I., additional, Belkova, Natalia V., additional, Epstein, Lina M., additional, Gonsalvi, Luca, additional, Lledós, Agustí, additional, Lyssenko, Konstantin A., additional, Peruzzini, Maurizio, additional, Shubina, Elena S., additional, and Zanobini, Fabrizio, additional

Published
2010
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200. Can nitrones functionalize carbon nanotubes?

Author

Ghini, Giacomo, primary, Luconi, Lapo, additional, Rossin, Andrea, additional, Bianchini, Claudio, additional, Giambastiani, Giuliano, additional, Cicchi, Stefano, additional, Lascialfari, Luisa, additional, Brandi, Alberto, additional, and Giannasi, Alessandra, additional

Published
2010
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