Push-pull 1, 3-thiazolium-5-thiolates. Formation via concerted and stepwise pathways, and theoretical evaluation of NLO properties

…, M Ávalos, R Babiano, P Cintas, JL Jiménez…

Index: Cantillo, David; Avalos, Martin; Babiano, Reyes; Cintas, Pedro; Jimenez, Jose L.; Light, Mark E.; Palacios, Juan C.; Rodriguez, Valentin Organic and Biomolecular Chemistry, 2010 , vol. 8, # 23 p. 5367 - 5374

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Citation Number: 5

Abstract

The transformation of münchnones (mesoionic rings featuring the 1, 3-oxazolium-5-olate core) into their sulfur counterparts (1, 3-thiazolium-5-thiolates) by reaction with CS2, pioneered by Huisgen and his group in the early 1970s, has been re-investigated in detail by means of both experimental and theoretical methods. The synthetic strategy can be tuned to incorporate donor and acceptor groups in appropriate positions. Calculations of ...