Synthesis, structure, and fluorescence properties of 5, 17-distyryl-25, 26, 27, 28-tetrapropoxycalix [4] arenes in the cone conformation

M Larsen, FC Krebs, M Jørgensen…

Index: Larsen, Mogens; Krebs, Frederik C.; Jorgensen, Mikkel; Harrit, Niels Journal of Organic Chemistry, 1998 , vol. 63, # 13 p. 4420 - 4424

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Citation Number: 26

Abstract

The HWE (Horner-Wadsworth-Emmons) reaction performed on the easily obtainable 5, 17- diformylcalix [4] arenes (cone) with arylmethyl phosphorus ylides yielded 5, 17-distyryl-25, 26, 27, 28-tetrapropoxycalix [4] arenes (cone) in high yield and purely in the E/E configuration. Compounds 2-5 were prepared this way containing bromine. Subsequent bromine-lithium exchange and reaction with trimethoxyborane yielded the dihydroxyboryl- ...