From betaines to anionic N-heterocyclic carbenes. Borane, gold, rhodium, and nickel complexes starting from an imidazoliumphenolate and its carbene tautomer

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Liu , M , Namyslo , J C , Nieger , M , Polamo , M & Schmidt , A 2016 , ' From betaines to anionic N-heterocyclic carbenes. Borane, gold, rhodium, and nickel complexes starting from an imidazoliumphenolate and its carbene tautomer ' Beilstein Journal of Organic Chemistry , vol. 12 , pp. 2673-2681 . DOI: 10.3762/bjoc.12.264

Title: From betaines to anionic N-heterocyclic carbenes. Borane, gold, rhodium, and nickel complexes starting from an imidazoliumphenolate and its carbene tautomer
Author: Liu, Ming; Namyslo, Jan C.; Nieger, Martin; Polamo, Mika; Schmidt, Andreas
Contributor: University of Helsinki, Department of Chemistry
University of Helsinki, Department of Chemistry
Date: 2016-12-08
Language: eng
Number of pages: 9
Belongs to series: Beilstein Journal of Organic Chemistry
ISSN: 1860-5397
URI: http://hdl.handle.net/10138/174613
Abstract: The mesomeric betaine imidazolium-1-ylphenolate forms a borane adduct with tris(pentafluorophenyl) borane by coordination with the phenolate oxygen, whereas its NHC tautomer 1-(2-phenol) imidazol-2-ylidene reacts with (triphenylphosphine) gold(I) chloride to give the cationic NHC complex [Au(NHC)(2)][Cl] by coordination with the carbene carbon atom. The anionic N-heterocyclic carbene 1-(2-phenolate) imidazol-2-ylidene gives the complexes [K][Au(NHC-)(2)], [Rh(NHC-)(3)] and [Ni(NHC-)(2)], respectively. Results of four single crystal analyses are presented.
Subject: anionic ligand
carbene tautomer
imidazol-2-ylidene
mesoionic compound
mesomeric betaine
COORDINATION CHEMISTRY
PALLADIUM COMPLEXES
METAL-COMPLEXES
BOND FORMATION
LIGANDS
CATALYSIS
INTERCONVERSIONS.
PRECURSORS
ADDUCTS
AU(I)
116 Chemical sciences
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