Research & Teaching Faculty

Toward anti-Markovnikov 1-Alkyne O-Phosphoramidation: Exploiting Metal–Ligand Cooperativity in a 1,3-N,O-Chelated Cp*Ir(III) Complex

TitleToward anti-Markovnikov 1-Alkyne O-Phosphoramidation: Exploiting Metal–Ligand Cooperativity in a 1,3-N,O-Chelated Cp*Ir(III) Complex
Publication TypeJournal Article
Year of Publication2016
AuthorsDrover, MW, Love, JA, Schafer, LL
JournalJournal of the American Chemical Society
Volume138
Pagination8396-8399
Abstract

Metal–ligand cooperation between iridium(III) and a 1,3-N,O-chelating phosphoramidate ligand has been used to develop a protocol for the intermolecular O-phosphoramidation of 1-alkynes. This selective C–O bond-forming reaction differs from that of standard amidation reactions, highlighting the ability to control N- or O-functionalization based on judicious choice of N,O-chelating ligand and metal center. Advances toward the development of catalytic anti-Markovnikov O-phosphoramidation using iridium(III), including characterization of rare reactive intermediates that invoke 1,3-bidentate donor ligand hemilability, are disclosed.

URLhttp://dx.doi.org/10.1021/jacs.6b05143
DOI10.1021/jacs.6b05143