Dinitroxide Carbenes, A New Class of Carbenes with Autoumpolung Character: Preparation in Solution and Stabilization in Transition Metal Complexes

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 configuration...

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Published inAngewandte Chemie International Edition Vol. 41; no. 2; pp. 311 - 314
Main Authors Weiss, Robert, Kraut, Norbert
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag GmbH 18.01.2002
WILEY‐VCH Verlag GmbH
Wiley
Subjects
autoumpolung
carbene ligands
Carbenes
Cations
Chemistry
Chemistry, Multidisciplinary
Electronic structure
palladium
Physical Sciences
radicals
Science & Technology
Stabilization
Transition metals
palladium
radicals
NITRONYL NITROXIDE
carbene ligands
autoumpolung
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Summary: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.
Bibliography:ark:/67375/WNG-6P146NFT-2
ArticleID:ANIE311
istex:EA89193419D6491EB323FB82DAE8F361D851921F
We thank Prof. P. Audebert, ENS Cachan (Paris), for undertaking the cyclic voltammetric measurements and Dr. F. Hampel, Universität Erlangen‐Nürnberg, for performing the crystal‐structure analysis.
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SourceType-Scholarly Journals-1
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ISSN:1433-7851
1521-3773
DOI:10.1002/1521-3773(20020118)41:2<311::AID-ANIE311>3.0.CO;2-L