Introducing Axial Chirality into Mesoionic 4,4′-Bis(1,2,3-triazole) Dicarbenes

J.M. Aizpurua, M. Sagartzazu-Aizpurua, Z. Monasterio, I. Azcune, C. Mendicute, J.I. Miranda, E. Garcia-Lecina, A. Altube, R.M. Fratila

Research output: Contribution to journalArticleAcademicpeer-review

28 Citations (Scopus)

Abstract

Mesoionic 4,4′-bis(1,2,3-triazole-5,5′-diylidene) Rh(I) complexes having a C2 chiral 4,4′-axis were accessed from 3-alkyltriazolium salts in virtually complete de. Their structure and configurational integrity were assessed by NMR spectroscopy, X-ray crystallography, and chiral HPLC. Computational analysis of the MICs involved in the reaction suggested the formation of a highly stable and unprecedented cation-carbene intermediate species, which could be evidenced experimentally by cyclic voltammetry analysis.
Original languageEnglish
Pages (from-to)1866-1868
JournalOrganic letters
Volume14
Issue number7
DOIs
Publication statusPublished - 2012

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