Site specific carboxylation of abnormal anionic N-heterocyclic dicarbenes with CO2

Monika Vogt; Chao Wu; Allen G. Oliver; Christopher J. Meyer; William F. Schneider; Brandon L. Ashfeld

doi:10.1039/C3CC46555A

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Site specific carboxylation of abnormal anionic N-heterocyclic dicarbenes with CO₂†

Monika Vogt,^a Chao Wu,^b Allen G. Oliver,^a Christopher J. Meyer,^a William F. Schneider*^ac and Brandon L. Ashfeld*^ad

Author affiliations

* Corresponding authors

^a Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556, USA
E-mail: bashfeld@nd.edu

^b Frontier Institute of Science and Technology, Xi'an Jiaotong University, Xi'an, China

^c Department of Chemical and Biomolecular Engineering, University of Notre Dame, Notre Dame, IN 46556, USA
E-mail: wschneider@nd.edu

^d Mike and Josie Harper Cancer Research Institute, University of Notre Dame, Notre Dame, IN 46556, USA

Abstract

Herein, we report experimental and computational results for the carboxylation of abnormal anionic N-heterocyclic dicarbenes (NHDCs) with CO₂. Under ambient dosing conditions, carbonyl addition occurs selectively at C4 without a second carboxylation event occurring at the C2 carbene center.

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Article information

DOI: https://doi.org/10.1039/C3CC46555A
Article type: Communication
Submitted: 27 Aug 2013
Accepted: 08 Oct 2013
First published: 31 Oct 2013

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Chem. Commun., 2013,49, 11527-11529

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Site specific carboxylation of abnormal anionic N-heterocyclic dicarbenes with CO₂

M. Vogt, C. Wu, A. G. Oliver, C. J. Meyer, W. F. Schneider and B. L. Ashfeld, Chem. Commun., 2013, 49, 11527 DOI: 10.1039/C3CC46555A

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