Comparative Analysis of the Donor Properties of Isomeric Pyrrolyl Phosphine Ligands




Understanding the net donor and electronic properties of pyrrole-based phosphines is critical for guiding their use as ligands. In this study, we compare two isomeric 1- and 2-(diphenylphosphino)methylpyrroles (L1 and L2, respectively) to determine the degree to which N-(phosphino)pyrroles are distinct from aryl- and 2-pyrrolyl phosphines. Ruthenium, rhodium, platinum, and gold complexes as well as selenide derivatives of these ligands are examined using NMR and IR spectroscopy, X-ray crystallography, and cyclic voltammetry. Ligand L2 exhibits net donor properties similar to those of the o-tolyl analogue L3, while L1 shows attenuated electron donation ability. Additionally, a model nickel-catalyzed Kumada coupling reaction using these three ligands was investigated.

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Copyright © 2023 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY 4.0. cc licence