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3 results on '"B(C6F5)(3)"'

1. Direct reductive amination of carbonyl compounds catalyzed by a moisture tolerant Tin (IV) Lewis acid

Author

Ashley, AE, Fuchter, MJ, Tighe, C, Allcock, N, Scott, D, Sapsford, J, The Royal Society, and Engineering & Physical Science Research Council (EPSRC)

Subjects
Science & Technology, NITRILES, Organic Chemistry, Chemistry, Organic, 0904 Chemical Engineering, AMINES, B(C6F5)(3), catalytic hydrogenation, reductive amination, 0305 Organic Chemistry, "frustrated Lewis pairs', Chemistry, Applied, ACTIVATION, Chemistry, FACILE PROTOCOL, tin, Physical Sciences, KETONES, 0302 Inorganic Chemistry, PAIR HYDROGENATION, DIHYDROGEN, water tolerance, ALDEHYDES
Abstract

Despite the ever-broadening applications of main-group ‘frustrated Lewis pair’ (FLP) chemistry to both new and established reactions, their typical intolerance of water, especially at elevated temperatures (>100 °C), represents a key barrier to their mainstream adoption. Herein we report that FLPs based on the Lewis acid iPr3SnOTf are moisture tolerant in the presence of moderately strong nitrogenous bases, even under high temperature regimes, allowing them to operate as simple and effective catalysts for the reductive amination of organic carbonyls, including for challenging bulky amine and carbonyl substrate partners.

Published
2017

2. Metal-free hydrogen activation by the frustrated Lewis Pairs of ClB(C6F5)2 and HB(C6F5)2 and bulky Lewis bases

Author

Jiang, C, Blacque, O, Berke, H, University of Zurich, and Berke, H

Subjects
10120 Department of Chemistry, 1604 Inorganic Chemistry, BIS(PENTAFLUOROPHENYL)BORANE, AMINES, BORANE, B(C6F5)(3), FREE CATALYTIC, REACTIVITY, HETEROLYTIC DIHYDROGEN ACTIVATION, 540 Chemistry, HYDROBORATION, HYDROGENATION, 1606 Physical and Theoretical Chemistry, PHOSPHINES, 1605 Organic Chemistry
Published
2009
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3. Towards a frustrated Lewis pair-ionic liquid system

Author

Gábor Laurenczy, Sergey A. Katsyuba, Zhaofu Fei, Rosario Scopelliti, Florian Gérald Perrin, Paul J. Dyson, Felix D. Bobbink, and Emilia Păunescu

Subjects
Tertiary amine, Inorganic chemistry, Ionic bonding, Borane, 010402 general chemistry, carbon-dioxide, chemistry, 01 natural sciences, Frustrated Lewis pair, Adduct, Inorganic Chemistry, chemistry.chemical_compound, Polymer chemistry, Materials Chemistry, organocatalysis, Lewis acids and bases, free hydrogen activation, Physical and Theoretical Chemistry, density-functional theory, catalysis, 010405 organic chemistry, Hydride, zeta-valence quality, Frustrated Lewis pairs, 0104 chemical sciences, Ionic liquids, Imidazolium salts, CO2 reduction, Ionic liquid, gaussian-basis sets, Hydrogen activation, co2, b(c6f5)(3)
Abstract

An ionic liquid encompassing a bulky tertiary amine was synthesized and used as a dual solvent-reactant for the formation of a frustrated Lewis pair with tris(pentafluorophenyl) borane, forming a pseudo-frustrated Lewis pair-ionic liquid system. The ionic liquid-LA system is prone to self-ionization, i.e. with the formation of iminium and boron hydride species, which are able to form adducts with CO2. Compared to frustrated Lewis pairs operating in organic solvents of low polarity, more forcing conditions are required for the ionic liquid system. Calculations indicate that the anion of the ionic liquid interacts with the Lewis acidic boron center, hindering reactivity, and rationalizing the low reactivity observed. (C) 2017 Elsevier B.V. All rights reserved.

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