Thermoregulated phase transfer ligands and catalysis XIV.: Synthesis of N,N-dipolyoxyethylene-substituted-4-(diphenylphosphino) benzenesulfonamide (PEO-DPPSA) and the catalytic activity of its rhodium complex in hydroformylation of 1-decene

被引:32
作者
Jiang, JY [1 ]
Wang, YH [1 ]
Liu, C [1 ]
Xiao, QM [1 ]
Jin, ZL [1 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116012, Peoples R China
基金
中国国家自然科学基金;
关键词
nonionic water-soluble phosphine; thermoregulated phase transfer catalysis; hydroformylation; 1-decene; cloud point;
D O I
10.1016/S1381-1169(01)00115-7
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A novel water soluble phosphine, N,N-dipolyoxyethylene-substituted-4-(diphenylphosphino) benzenesulfonamide (PEO-DPPSA), is synthesized by ethoxylation of 4-(diphenylphosphino) benzenesulfonamide Ph2P-C6H4SO2NH2 (DPPSA) obtained from palladium-catalyzed P-C coupling reaction between 4-I-C6H4SO2NH2 and Ph2PH. The PEO-DPPSA possesses the same property of inverse temperature-dependent solubility in water (cloud point, C-p) as nonionic surfactants. Investigation on the behavior of RhCl3. 3H(2)O/PEO-DPPSA complex in the aqueous-organic biphasic hydroformylation of 1-decene showed that the complex exhibited high catalytic activity. The conversion of 1-decene and the yield of aldehydes reach as high as 97.8 and 95.6%, respectively, under optimized conditions. The high reactivity of Rh/PEO-DPPSA complex can be attributed to a process termed thermoregulated phase transfer catalysis. (C) 2001 Elsevier Science B.V. All rights reserved.
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页码:85 / 89
页数:5
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