Tetrahedron

Nachweis innermolekularer beweglichkeit durch NMR-spektroskopie—XV: Untersuchungen zur inversion am doppelt gebundenen stickstoffatom am beispiel der …

H Kessler, D Leibfritz

Index: Kessler,H.; Leibfritz,D. Tetrahedron, 1970 , vol. 26, p. 1805 - 1820

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Citation Number: 76

Abstract

The influence of substituents Z on the rates of syn-anti-isomerization has been studied using guanidines as typical examples of imines X2C= NZ. In the series: quinone imine< ketimime< C-aryl-imin< iminocarbonate< iminodithiocarbonate< guanidine the isomerization rate increases. The inversion mechanism was also proved by variation of Z. The inversion in imines is easier in the series: Z= OCH3≈ N (CH3) 2< Alkyl< Aryl< Acyl. The same ...