Heteroatom-Substituted Secondary Phosphine Oxides (HASPOs) as Decomposition Products and Preligands in Rhodium-Catalysed Hydroformylation

被引：41

作者：

Christiansen, Andrea ^{[1
,2
]}

Selent, Detlef ^{[1
]}

Spannenberg, Anke ^{[1
]}

Koeckerling, Martin ^{[3
]}

Reinke, Helmut ^{[3
]}

Baumann, Wolfgang ^{[1
]}

Jiao, Haijun ^{[1
]}

Franke, Robert ^{[2
]}

Boerner, Armin ^{[1
,3
]}

机构：

[1] Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany

[2] Evonik Oxeno GmbH, D-45772 Marl, Germany

[3] Univ Rostock, Inst Chem, D-18059 Rostock, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 07期

关键词：

homogeneous catalysis; hydroformylation; phosphorus heterocycles; P ligands; rhodium; EFFICIENT MODULAR LIGANDS; DIPHENYLPHOSPHINOUS ACID; HYDROGENATION; COMPLEXES; REGIOSELECTIVITY; PLATINUM(II); COUPLINGS; OXYGEN;

D O I：

10.1002/chem.201002823

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

O,O'-3,3'-Di-tert-butyl-5,5'-dimethoxy-1,1'-biphenyl-2,2'-diyl phosphonate (1) is the hydrolysis product of several mono- and bis-phosphites used as ligands in industrial hydroformylation and other catalytic reactions. As a result of a tautomeric equilibrium, this pentavalent heteroatom-substituted phosphine oxide (HASPO) can rearrange to the corresponding trivalent phosphorus compound. The latter is able to react with typical rhodium-containing precursors frequently used for the generation of catalysts. The resulting species were characterised by NMR spectroscopy and X-ray structure analysis. Proof is given that a rhodium complex of 1 forms an active hydroformylation catalyst. Moreover, can add to aldehydes, which are generated as products in the hydroformylation. Thus a broad range of subsequent reactions can be associated with the degradation of the original phosphite ligands, which has a strong influence on the overall outcome of the hydroformylation reaction.

引用

页码：2120 / 2129

页数：10

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