Comparative Analysis of the Donor Properties of Isomeric Pyrrolyl Phosphine Ligands
DOI
10.1021/acs.organomet.3c00467
Abstract
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.
Document Type
Article
Publication Date
12-22-2023
Publisher Statement
Copyright © 2023 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY 4.0. 
Recommended Citation
Vicky A. Osenga, Nolan C. Sykes, Sopheak Pa, Michael K. Bambha, Nathan D. Schley, and Miles W. Johnson. Comparative analysis of the donor properties of isomeric pyrrolyl phosphine ligands. Organometallics 2024 43 (1), 14-20 DOI: 10.1021/acs.organomet.3c00467