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Synthesis and Applications of (ONO Pincer)Ruthenium‐Complex‐Bound Norvalines
- Source :
- Chemistry, an Asian Journal
- Publication Year :
- 2016
- Publisher :
- John Wiley and Sons Inc., 2016.
-
Abstract
- Two (ONO pincer)ruthenium‐complex‐bound norvalines, Boc−[Ru(pydc)(terpy)]Nva−OMe (1; Boc=tert‐butyloxycarbonyl, terpy=terpyridyl, Nva=norvaline) and Boc−[Ru(pydc)(tBu‐terpy)]Nva−OMe (5), were successfully synthesized and their molecular structures and absolute configurations were unequivocally determined by single‐crystal X‐ray diffraction. The robustness of the pincer Ru complexes and norvaline scaffolds against acidic/basic, oxidizing, and high‐temperature conditions enabled us to perform selective transformations of the N‐Boc and C−OMe termini into various functional groups, such as alkyl amide, alkyl urea, and polyether groups, without the loss of the Ru center or enantiomeric purity. The resulting dialkylated Ru‐bound norvaline, n‐C11H23CO−l‐[Ru(pydc)(terpy)]Nva−NH‐n‐C11H23 (l‐4) was found to have excellent self‐assembly properties in organic solvents, thereby affording the corresponding supramolecular gels. Ru‐bound norvaline l‐1 exhibited a higher catalytic activity for the oxidation of alcohols by H2O2 than parent complex [Ru(pydc)(terpy)] (11 a).
- Subjects :
- Models, Molecular
Stereochemistry
Supramolecular chemistry
chemistry.chemical_element
010402 general chemistry
01 natural sciences
Biochemistry
Medicinal chemistry
supramolecular chemistry
Catalysis
Ruthenium
chemistry.chemical_compound
Amide
Organometallic Compounds
Molecule
Alkyl
chemistry.chemical_classification
amino acids
Full Paper
Molecular Structure
010405 organic chemistry
Organic Chemistry
Valine
General Chemistry
self-assembly
Electrochemical Techniques
Full Papers
Ketones
gels
0104 chemical sciences
Pincer movement
Ruthenium Complexes
chemistry
Alcohol oxidation
Alcohols
Norvaline
Oxidation-Reduction
Subjects
Details
- Language :
- English
- ISSN :
- 1861471X and 18614728
- Volume :
- 11
- Issue :
- 7
- Database :
- OpenAIRE
- Journal :
- Chemistry, an Asian Journal
- Accession number :
- edsair.doi.dedup.....de2aafe3a0e345b614613e7d4563be3b