Bis(diphenylphosphino)acetonitrile: synthesis, ligand properties and application in catalytic carbon-carbon coupling.
Treatment of acetonitrile (1 equiv.) with n-butyllithium (0.95 equiv.) followed by chlorodiphenylphosphine (0.95 equiv.) under optimised reaction conditions gave a ca. 60% yield of bis(diphenylphosphino)acetonitrile (dppmCN, 1). The bidentate ligand was employed in the synthesis of the four-membered chelate metal complexes (dppmCN)MCl(2) [M = Pd (6a), Pt (6b)] and (dppmCN)RuCp*(Cl) (7). A very active catalyst for bromobenzene/phenylboronic acid Suzuki-Miyaura coupling was in situ generated by treatment of Pd(OAc)(2) with bis(diphenylphosphino)acetonitrile [TOF (1 h) >600000].
Braun
Leonie
L
Organisch-Chemisches Institut der Universität Münster, Corrensstrasse 40, 48149, Münster, Germany.
Liptau
Patrick
P
Kehr
Gerald
G
Ugolotti
Juri
J
Fröhlich
Roland
R
Erker
Gerhard
G