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Carbohydrate‐Modified Metal Carbenes: Synthesis And First Applications
Author(s) -
Heinz Dötz Karl,
Ehlenz Richard
Publication year - 1997
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.19970031105
Subject(s) - carbene , nucleophile , chemistry , electrophile , stereoselectivity , carbohydrate , reactivity (psychology) , sugar , metal , transition metal carbene complex , ligand (biochemistry) , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , biochemistry , medicine , alternative medicine , receptor , pathology
Carbohydrate‐modified carbene complexes can be synthesised by combining a sugar electrophile with a metalate nucleophile or vice versa. Acyclic sugar skeletons adopt conformations that are controlled by the minimisation of 1,3‐interactions and are not significantly affected by the incorporation of a metal fragment. Thus, the latter can be used exclusively for reactivity tuning. Sugar carbene complexes undergo regio‐ and stereoselective ligand‐ and metal‐centred reactions such as C 2 ‐homologisation and benzannulation.