Issue 8, 2024
From the journal:

Organic Chemistry Frontiers

Synthesis of enantiopure 1,2,3-triazolylidene-type mesoionic carbene (MIC) conjugate acids featuring a rigid bicyclic scaffold†

Vojtěch Dočekal, ORCID logo ab   Mohand Melaimi, ORCID logo b   Simona Petrželová,c   Jan Veselý,a   Xiaoyu Yan ORCID logo d  and  Guy Bertrand ORCID logo *b  

* Corresponding authors

a Department of Organic Chemistry, Faculty of Science, Charles University, Hlavova 2030/8, 128 43 Prague 2, Czech Republic

b UCSD-CNRS Joint Research Laboratory (IRL3555), Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, CA-92093-0343, USA
E-mail: gbertrand@ucsd.edu

c Department of Chemistry Education, Faculty of Science, Charles University, Hlavova 2030/8, 128 43 Prague 2, Czech Republic

d Key Laboratory of Advanced Light Conversion Materials and Biophotonics, Department of Chemistry, Renmin University of China, Beijing, China

Abstract

Chiral NHCs have found numerous applications as ligands for transition metals and in their own right for asymmetric catalysis. Here, we report a synthetic route from L-malic acid to enantiopure 1,2,3-triazoliums (mesoionic carbene conjugate acids) with a chiral center in a fused ring.

Graphical abstract: Synthesis of enantiopure 1,2,3-triazolylidene-type mesoionic carbene (MIC) conjugate acids featuring a rigid bicyclic scaffold

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Article information

DOI
https://doi.org/10.1039/D4QO00269E
Article type
Research Article
Submitted
07 Feb 2024
Accepted
19 Feb 2024
First published
20 Feb 2024

Org. Chem. Front., 2024,11, 2178-2181

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Synthesis of enantiopure 1,2,3-triazolylidene-type mesoionic carbene (MIC) conjugate acids featuring a rigid bicyclic scaffold

V. Dočekal, M. Melaimi, S. Petrželová, J. Veselý, X. Yan and G. Bertrand, Org. Chem. Front., 2024, 11, 2178 DOI: 10.1039/D4QO00269E

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