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Dinitroxide Carbenes, A New Class of Carbenes with Autoumpolung Character: Preparation in Solution and Stabilization in Transition Metal Complexes
Author(s) -
Weiss Robert,
Kraut Norbert
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020118)41:2<311::aid-anie311>3.0.co;2-l
Subject(s) - carbene , deprotonation , singlet state , transition metal , character (mathematics) , chemistry , class (philosophy) , metal , transition metal carbene complex , polymer chemistry , stereochemistry , crystallography , medicinal chemistry , computational chemistry , organic chemistry , physics , philosophy , ion , mathematics , quantum mechanics , catalysis , excited state , geometry , epistemology
By deprotonation of the nitronylnitrosonium cation 1 the dinitroxide carbene 2 was prepared in solution (see scheme, S=singlet, T=triplet). Carbene 2 is the first example of a new class of carbenes with autoumpolung capability, the electronic structure of which is discussed in terms of configurations 2 a – c . Stable transition metal complexes derived from 2 a were synthesized and structurally characterized.