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

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• 作者：Jesus M. Aizpurua ; Maialen Sagartzazu-Aizpurua ; Zaira Monasterio ; Itxaso Azcune ; Claudio Mendicute ; Jose I. Miranda ; Eva Garc铆a-Lecina ; Ainhoa Altube ; Raluca M. Fratila
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：April 6, 2012
• 年：2012
• 卷：14
• 期：7
• 页码：1866-1868
• 全文大小：226K
• 年卷期：v.14,no.7(April 6, 2012)
• ISSN：1523-7052

文摘

Mesoionic 4,4鈥?bis(1,2,3-triazole-5,5鈥?diylidene) Rh(I) complexes having a C2 chiral 4,4鈥?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.