Formation of a peri-Bridged Phosphonio-Naphthalene by Cu-Mediated Phosphine-Aryl Coupling.

Charlie BlonsMaryne DuvalDamien DelcroixHélène Olivier-BourbigouSonia Mallet-LadeiraE Daiann Sosa CarrizoKarinne MiqueuAbderrahmane AmgouneDidier Bourissou

Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2018)

The peri-iodo naphthyl phosphine 1 reacts with CuI to give the peri-bridged phosphonio-naphthalene 2, which has been fully characterized (multi-nuclear NMR, MS, XRD). The outcome of the reaction differs markedly from that observed with gold. A two-step pathway involving P-assisted C-I oxidative addition to copper, followed by P-C reductive elimination is shown to be energetically feasible by DFT calculations.

Keyphrases

density functional theory
magnetic resonance
multiple sclerosis
molecular dynamics
ms ms
molecular dynamics simulations
electron transfer
ionic liquid
monte carlo