Iodine atom-catalysed isomerisation of symmetrically substituted cis-stilbenes

WJ Muizebelt, RJF Nivard

Index: Muizebelt,W.J.; Nivard,R.J.F. Journal of the Chemical Society [Section] B: Physical Organic, 1968 , p. 913 - 920

Full Text: HTML

Citation Number: 9

Abstract

Rate constants have been measured for the iodine-catalysed cis–trans isomerisation of 19 symmetrically substituted cis-stilbenes between 70 and 120°. The reaction rate is of the first order in cis-stilbene derivative and of half order with respect to iodine, which indicates that iodine atoms are the catalytic species. For most compounds value of log k fit a Hammett relation with a negative ρ-value, which can be explained on the basis of the electrophilic ...