Acta Chimica Sinica ›› 1966, Vol. 32 ›› Issue (1): 98-102. Previous Articles     Next Articles

双[1, 3-二苯基-2-咪唑叉]和羰基化合物的反应

黄耀曾, 马敬骥, 戴行义   

  1. 中国科学院有机化学研究所
  • 投稿日期:1965-02-17 发布日期:2013-06-03

REACTION OF BIS[1, 3-DIPHENYL-2-IMIDAZOLIDINYLIDENE] WITH CARBONYL COMPOUNDS

HUANG Yao-Tseng, MA Jing-Ji, TAI Hsing-I   

  1. Institute of Organic Chemistry, Academia Sinica
  • Received:1965-02-17 Published:2013-06-03

The reaction of bis(1,3-diphenyl-2-imidazolidinylidene) (Ⅰ) with acetophenone gave two products,N,N'-diphenyl-N-(β-benzoylvinyl) ethylenediamine (Ⅲ) and 1,3-diphenyl-2-phenacylimidazolidine (Ⅳ).Their yields depended on experimental conditions and Ⅳ could be converted to Ⅲ on heating.Similarly,the reaction of Ⅰ with cyclohexanone afforded N,N'-diphenyl-N- (a-oxo-cyclohexylidene-methyl) ethylenediamine (Ⅴ) or 1,3-diphenyl-2-(a-oxo-cyclohexyl)imidazolidine (Ⅵ),depending on reaction conditions.1,3-biphenyl-2-benzoyl-imidazolidine (Ⅷ) obtained from reaction of Ⅰ with benzaldehyde could be reduced either by the Meerwein-Ponndorf reaction or by treating with ethanthiol and anhydrous zinc chloride to 1,3-diphenyl-2-benzal-imidazolidine (Ⅸ).In the presence of air or iodine,Ⅸ produced a cationic radical which gave characteristic E S R signal.