The chiral arylazomethyleneindoline dye 3 has been synthesized by coup
ling the chiral Fischer base 1 with p-nitrophenyldiazonium tetrafluoro
borate 2, The NMR spectrum of 3 reveals the existence of two conformat
ions with a ratio of 6:1, Whereas at room temperature no photochromism
is observed, E/Z isomerisation of the azo group of 3 is detected at -
155 degrees C. The Cotton effect is small and is not affected by irrad
iation with UV or visible light. (C) 1997 Elsevier Science Ltd.