Facile Syntheses of N-Heterocyclic Carbene Precursors through I2- or NIS-Promoted Amidiniumation of N-Alkenyl Formamidines

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• 作者：Jing Li ; Jiajun Jiao ; Caiyun Zhang ; Prof. Dr. Min Shi and Dr. Jun Zhang
• 刊名：Chemistry – An Asian Journal
• 出版年：2016
• 出版时间：May 6, 2016
• 年：2016
• 卷：11
• 期：9
• 页码：1361-1365
• 全文大小：621K
• ISSN：1861-471X

文摘

We have developed I₂- or N-iodosuccinimide (NIS)-mediated amidiniumation of N-alkenyl formamidines for the syntheses of cyclic formamidinium salts, some of which could be directly used as N-heterocyclic carbene (NHC) precursors. Treatment of iodine-containing formamidinium salts with Al₂O₃ led to the formation of cyclic formamidinium salts with an unsaturated backbone. A rhodium(I) complex ligated by a representative NHC was prepared by the reaction of [Rh(cod)Cl]₂ (cod=1,5-cyclooctadiene) with the free carbene obtained in situ from deprotonation of the corresponding formamidinium salts. The NHCs prepared in situ can also react with S₈ to afford the corresponding thiones.