Solid-liquid biphasic hydroformylation of olefins catalyzed by rhodium carbonyl complexes

被引:10
作者
Marchetti, M
Botteghi, C
Paganelli, S
Taddei, M
机构
[1] Ist Chim Biomol, Sez Sassari, I-07040 Li Punti Sassari, Italy
[2] Univ Ca Foscari Venezia, Dipartimento Chim, I-30123 Venice, Italy
[3] Univ Siena, Dipartimento Farmaco Chim Tecnol, I-53100 Siena, Italy
关键词
aldehydes; alkenes; hydroformylation; rhodium; solid-liquid biphasic catalysis; solid-phase synthesis;
D O I
10.1002/adsc.200303053
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Some polymer-anchored alkenes have been hydroformylated by carrying out the reaction in a high-pressure reactor equipped with a suitably designed vial. The solid substrates are converted to the corresponding oxo-aldehydes in high yields. In all cases the regioselectivity was strongly shifted towards the linear aldehyde when the rhodium carbonyl complex was modified with xantphos (3: 1 or 4:1 P/Rh molar ratio). Treatment with 5% of trifluoroacetic acid in dichloromethane at room temperature removed quantitatively the oxo-product from the polymer support, which can be purified and reused.
引用
收藏
页码:1229 / 1236
页数:8
相关论文
共 50 条
[31]   Rhodium catalyzed aqueous biphasic hydroformylation of naturally occurring allylbenzenes in the presence of water-soluble phosphorus ligands [J].
Baricelli, Pablo J. ;
Rodriguez, Mariandry ;
Melean, Luis G. ;
Modrono Alonso, Maria ;
Borusiak, Margarita ;
Rosales, Merlin ;
Gonzalez, Beatriz ;
de Oliveira, Kelley C. B. ;
Gusevskaya, Elena V. ;
dos Santos, Eduardo N. .
APPLIED CATALYSIS A-GENERAL, 2015, 490 :163-169
[32]   Kinetics and mechanism of propene hydroformylation catalyzed by rhodium complexes with a diphosphite ligand [J].
S. N. Rush ;
Yu. G. Noskov ;
T. E. Kron ;
G. A. Korneeva .
Kinetics and Catalysis, 2009, 50 :557-566
[33]   Biphasic hydroformylation of olefins using a novel water soluble rhodium polyethylene glycolate catalyst [J].
Borrmann, T ;
Roesky, HW ;
Ritter, U .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2000, 153 (1-2) :31-48
[34]   Highly Regioselective Isomerizing Hydroformylation of Long-Chain Internal Olefins Catalyzed by a Rhodium Bis(Phosphite) Complex [J].
Pandey, Swechchha ;
Chikkali, Samir H. .
CHEMCATCHEM, 2015, 7 (21) :3468-3471
[35]   Rhodium(I) N-Heterocyclic Carbene Complexes as Catalysts for Hydroformylation of Olefins: An Overview [J].
Almeida, Ana R. ;
Peixoto, Andreia F. ;
Calvete, Mario J. F. ;
Gois, Pedro M. P. ;
Pereira, Mariette M. .
CURRENT ORGANIC SYNTHESIS, 2011, 8 (05) :764-775
[36]   Highly regioselective hydroformylation of higher olefins catalysed by rhodium-phosphine complexes in ionic liquid medium [J].
Lin, Qi ;
Fu, Haiyan ;
Jiang, Weidong ;
Chen, Hua ;
Li, Xianjun .
JOURNAL OF CHEMICAL RESEARCH, 2007, (04) :216-220
[37]   Selective thermomorphic biphasic hydroformylation of higher olefins catalyzed by HRhCO(PPh3)3/P(OPh)3 [J].
Tijani, J ;
El Ali, B .
APPLIED CATALYSIS A-GENERAL, 2006, 303 (02) :158-165
[38]   Rhodium-Catalyzed Aqueous Biphasic Olefin Hydroformylation Promoted by Amphiphilic Cyclodextrins [J].
Cocq, Aurelien ;
Bricout, Herve ;
Djedaini-Pilard, Florence ;
Tilloy, Sebastien ;
Monflier, Eric .
CATALYSTS, 2020, 10 (01)
[39]   One-pot synthesis of alcohols from olefins catalyzed by rhodium and ruthenium complexes [J].
Zakzeski, Joseph ;
Lee, Hae Ryun ;
Leung, Yi Ling ;
Bell, Alexis T. .
APPLIED CATALYSIS A-GENERAL, 2010, 374 (1-2) :201-212
[40]   Synthesis, characterization and evaluation of fluorocarbon-containing rhodium(I) complexes for biphasic hydroformylation reactions [J].
Maqeda, Latisa ;
Makhubela, Banothile C. E. ;
Smith, Gregory S. .
POLYHEDRON, 2015, 91 :128-135