Synthesis and Mechanism Study of 3-Morpholin Boron- dipyrrolemethene Derivatives

Abstract

Two new 3-morpholin boron-dipyrrolemethene (BODIPY) derivatives, 4,4-difluoro-8-[4'-(3-morpholinopropoxy)-phenyl]-3-morpholin-4-bora-3a,4a-diaza-s-indacene and 4,4-difluoro-8-(4-methoxyphenyl)-3-morpholin-4-bora-3a,4a-diazas-indacene, were designed and synthesized from p-hydroxybenzaldehyde and pyrrole. The key intermediates and the target compounds were characterized by 1 H NMR and LC-MS. The mechanism of direct functionalization of BODIPY dyes at the 3-position was investigated with similarity experiments and the crystal structure.