{"id":9767,"date":"2014-07-11T12:21:21","date_gmt":"2014-07-11T10:21:21","guid":{"rendered":"https:\/\/web.computaex.es\/?page_id=9767"},"modified":"2025-08-27T12:22:48","modified_gmt":"2025-08-27T10:22:48","slug":"stepwise-formation-of-13-diazolium-4-thiolates-by-munchnone-cycloadditions-promising-candidates-for-nonlinear-optics","status":"publish","type":"page","link":"https:\/\/computaex.es\/en\/publicaciones\/stepwise-formation-of-13-diazolium-4-thiolates-by-munchnone-cycloadditions-promising-candidates-for-nonlinear-optics\/","title":{"rendered":"Stepwise Formation of 1,3-Diazolium-4-thiolates by M\u00fcnchnone Cycloadditions: Promising Candidates for Nonlinear Optics"},"content":{"rendered":"
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David Cantillo, Mart\u00edn \u00c1valos, Reyes Babiano, Pedro Cintas, Jos\u00e9 L. Jim\u00e9nez, Mark E. Light, Juan C. Palacios, and Roc\u00edo Porro. Stepwise Formation of 1,3-Diazolium-4-thiolates by M\u00fcnchnone Cycloadditions: Promising Candidates for Nonlinear Optics. The Journal of Organic Chemistry 2014 79 (9), 4201-4205. DOI: 10.1021\/jo500349g.<\/p>\n

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Abstract<\/span><\/h2>\n<\/div>\n
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\"Abstract<\/div>\n

An improved preparation of mesoionic heterocycles 1,3-diazolium-4-thiolates by [3 + 2] cycloadditions of m\u00fcnchnones with aryl isothiocyanates is reported. The process takes place with high or complete regioselectivity, and fast and clean transformations are observed under microwave heating in DMF. DFT calculations support that this cycloaddition proceeds preferably through a stepwise mechanism. Given the pattern substitution around the mesoionic ring resulting in a push\u2013pull system, theoretical estimations predict large hyperpolarizabilities in some cases, which is typical of molecules exhibiting nonlinear optical responses.<\/p>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n

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Fuente de la publicaci\u00f3n:<\/div>\n
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