Synthesis of 3,4,5-Trimethoxy-4’-hydroxystilbene Derivatives and Crystal Structure of Ethyl {4-[(E)-2-(3,4,5-trimethoxyphenyl)vinyl]phenoxy}acetate

Abstract

Several new 4’-O-substituted derivatives of 3,4,5-trimethoxy-4’-hydroxystilbene were synthesized and characterized by their IR and NMR spectra. The crystal structure of ethyl {4-[(E)-2-(3,4,5-trimethoxyphenyl) vinyl]phenoxy}acetate, one of these stilbene derivatives, has been solved by singlecrystal X-ray structure analysis. The results show that all carbon and oxygen atoms in the molecule are nearly coplanar except C(16), and molecules stack to a column arrangement owing to C-H···π interactions. Pairs of these columns are linked by other molecules, and these linker molecules themselves also produce a column along the other direction. A puckered cyclic tetramer R4 4 (46) is formed and the tetramer propagates itself via intermolecular hydrogen bonds and C-H···π interactions. In this way, molecules are interrelated and assembled to a two-dimensional layer structure.