One-pot sequential functionalizations of meso-tetrathienylporphyrins via Heck-Mizoroki cross-coupling reactions

Abstract: Synthesis and sequential functionalizations of a new meso-tetraiodo(thien-2-yl)porphyrin and its Ni(II) derivative are described. The reactions for the preparation of these new porphyrins were optimized. Subsequently, four successive one-pot Heck-Mizoroki cross-coupling reactions were studied using two acrylates and varied reaction conditions. We describe an optimized protocol for the preparation of highly conjugated thienylporphyrins with the potential to be used as dyes in solar cell devices as demonstrated in our preliminary studies. (C) 2016 Elsevier Ltd. All rights reserved.

Author(s): Donatoni, MC; Vieira, YW; Brocksom, TJ; Rabelo, AC; Leite, ER & de Oliveira, KT.

TETRAHEDRON LETTERS

DOI: 10.1016/j.tetlet.2016.05.106