TY - JOUR
T1 - Efficient bulky phosphines for the selective telomerization of 1,3-butadiene with methanol
AU - Tschan, Mathieu J.L.
AU - García-Suárez, Eduardo J.
AU - Freixa, Zoraida
AU - Launay, Hélène
AU - Hagen, Henk
AU - Benet-Buchholz, Jordi
AU - Van Leeuwen, Piet W.N.M.
PY - 2010/5/12
Y1 - 2010/5/12
N2 - A series of bulky phosphines containing substituted biphenyl, 2-methylnaphthyl, or 2,7-di-tert-butyl-9,9-dimethylxanthene moiety were prepared. They were used in the preparation of new monophosphine-palladium(0)- dvds complexes, which were employed as catalysts for the selective telomerization of 1,3-butadiene with methanol to obtain 1-methoxyocta-2,7-diene (1-MOD), the key intermediate in the Dow 1-octene process. Several ligands showed improved selectivity and yield compared to that of the benchmark ligand PPh3. Especially 2,7-di-tert-butyl-9,9-dimethylxanthen-4-yl- diphenylphosphine (4, "mono-xantphos") stands out as an excellent ligand in terms of yield, selectivity, and stability.
AB - A series of bulky phosphines containing substituted biphenyl, 2-methylnaphthyl, or 2,7-di-tert-butyl-9,9-dimethylxanthene moiety were prepared. They were used in the preparation of new monophosphine-palladium(0)- dvds complexes, which were employed as catalysts for the selective telomerization of 1,3-butadiene with methanol to obtain 1-methoxyocta-2,7-diene (1-MOD), the key intermediate in the Dow 1-octene process. Several ligands showed improved selectivity and yield compared to that of the benchmark ligand PPh3. Especially 2,7-di-tert-butyl-9,9-dimethylxanthen-4-yl- diphenylphosphine (4, "mono-xantphos") stands out as an excellent ligand in terms of yield, selectivity, and stability.
UR - https://www.scopus.com/pages/publications/77952014195
U2 - 10.1021/ja100521m
DO - 10.1021/ja100521m
M3 - Article
AN - SCOPUS:77952014195
SN - 0002-7863
VL - 132
SP - 6463
EP - 6473
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 18
ER -