Meso‐Monoaryl‐Substituted Neo‐confused Calixsmaragdyrins and Meso‐monoaryl Substituted Smaragdyrins: Synthesis, Structures and Properties

Abstract

Scheme 1. Previous reported works. Scheme 2. Synthesis of doubly Neo-confused calixsmaragdyrin 7, Mes = 2,4,6-tri-mestylphenyl.

Direct Access to Pyrrolyltripyrrins and Calixsmaragdyrin from SNAr Reactions on α,α′-Dibromotripyrrins with Pyrroles or Indoles

“…Although many conjugated linear oligopyrroles have been reported, most are bipyrrolic, tripyrrolic, and tetrapyrrolic systems, while only limited linear oligopyrroles containing more than four pyrrolic units are available, especially those containing 2,2′-bipyrrole units because of their synthetic difficulties . Among those, pyrrolyltripyrrins A , as one class of open-chain π-conjugated pentapyrroles, have many impressive properties, such as interesting helical structures, intense NIR absorption, and rich electrochemical properties (Figure a), and are important synthetic building blocks for many porphyrinoids, for example, calixsmaragdyrin C and smaragdyrin D . However, the synthesis of this pentapyrrolic fragment remains a challenge.…”