Thioiminium and thiaphospholanium derived from acetonitrile via nickel(ii)–(2-mercaptophenyl)phosphine complexation. Issue 48 (9th November 2015)

• Record Type: Journal Article
• Authors: Chang, Hao-Ching; Hsu, Yu-Chen; Chen, Chia-Hui; Kuo, Ting-Shen; Lee, Way-Zen
• Is Part Of: Dalton transactions. Volume 44:Issue 48(2015)
• Page Start: 20808
• Page End: 20811
• Publication Date: 2015-11-09
• Subjects: Chemistry, Inorganic -- Periodicals; Chemistry, Physical and theoretical -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.05
• DOI: 10.1039/c5dt03316k
• Languages: English
• ISSNs: 1477-9226

Abstract

Abstract : The acid produced by nickel complexation drives incorporation of acetonitrile to yield uncommon thioiminium/phospholanium species. Abstract : [Ni(P( o -C6 H4 S)( o -C6 H4 SC(CH3 )NH2 )(C6 H5 ))2 ](ClO4 )2 (2 ) with two thioiminium functionalities is derived from CH3 CN solvent under anhydrous conditions. Moreover, thiaphospholanium salts, [(C6 H5 )P(C6 H4 SC(CH3 )(NHCOCH3 ))( o -C6 H4 SH)](ClO4 ) (3 ) and [(C6 H5 )2 -P(C6 H4 SC(CH3 )(NH3 ))](ClO4 )2 (5 ), can be obtained through a similar Pinner-type nitrile activation. These results demonstrate the possible intermediate of enzymatic nitrile transformation and also provide an approach to the preparation of 2-amino-1, 3-benzothiaphospholanium derivatives.