Premium
Formation of a peri ‐Bridged Phosphonio‐Naphthalene by Cu‐Mediated Phosphine–Aryl Coupling
Author(s) -
Blons Charlie,
Duval Maryne,
Delcroix Damien,
OlivierBourbigou Hélène,
MalletLadeira Sonia,
Sosa Carrizo E. Daiann,
Miqueu Karinne,
Amgoune Abderrahmane,
Bourissou Didier
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201802579
Subject(s) - naphthalene , phosphine , chemistry , aryl , peri , reductive elimination , copper , medicinal chemistry , oxidative addition , oxidative coupling of methane , stereochemistry , organic chemistry , catalysis , philosophy , alkyl , theology
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.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom