Acid-induced conformational alteration of cis-preferential aromatic amides bearing N-methyl-N-(2-pyridyl) moiety

I Okamoto, M Terashima, H Masu, M Nabeta, K Ono…

Index: Okamoto, Iwao; Terashima, Masayuki; Masu, Hyuma; Nabeta, Mayumi; Ono, Kaori; Morita, Nobuyoshi; Katagiri, Kosuke; Azumaya, Isao; Tamura, Osamu Tetrahedron, 2011 , vol. 67, # 44 p. 8536 - 8543

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Citation Number: 14

Abstract

A series of cis-preferential aromatic N-methyl amides was designed and synthesized, and acid-induced conformational alteration of these compounds was investigated by means of NMR measurements in solution and X-ray crystal structure analysis. Compounds with a terminal N-methyl-N-(2-pyridyl) amide unit showed acid-induced conformational change from cis to trans, while those with a terminal N-methyl-2-pyridinecarboxamide unit showed ...