Synthesis and Spectral Properties of Fluorescent Dithienylmaleimides

Abstract

A convenient preparative method of the synthesis of dithienylethenes based on maleimides was proposed. Previously, difficult accessible dithienylethene derivatives, in which 2-thienyl substituents are attached to the double bond of maleimide, have been synthesized. The spectral properties of the dithienylmaleimides were studied and it has been shown that these compounds do not belong to photochromes but they possess fluorescent properties.

Photochromism of Diarylethene Molecules and Crystals: Memories, Switches, and Actuators

“…The open-ring isomers of bis-2-thienylethene derivatives exhibit weak fluorescence. ,− ,,, Characteristic fluorescence property of 1,2-bis­(3-methyl-2-thienyl)­perfluorocyclopentene ( 156 ) was studied in detail in solution as well as in the single-crystalline phase. − The open-ring isomer emits fluorescence (Φ f = 0.01) at 500 nm in 3-methylpentane solution when excited at 313 nm. The fluorescence intensity decreases along with the photocyclization reaction.…”

A specific intramolecular interaction in a bis(2-thienyl)maleimide derivative

“…[1][2][3][4] Recently discovered convenient routes to dihetarylmaleimides gave impetus to detailed investigations of their structures and physico chemical properties. 4-7 Bis(3 thienyl)ethenes with a ma leimide bridge (1) are typical photochromes.…”

“…The synthesis and spectroscopic characteristics of compound 3a have been described earlier. 4 The molecular structure of 3a is shown in Fig. 1.…”