Synthesis and use of water-soluble sulfonated dibenzofuran-based phosphine ligands

被引:0
|
作者
Gelpke, AES [1 ]
Veerman, JJN [1 ]
Goedheijt, MS [1 ]
Kamer, PCJ [1 ]
van Leeuwen, PWNM [1 ]
Hiemstra, H [1 ]
机构
[1] Univ Amsterdam, Inst Mol Chem, Labs Inorgan & Organ Chem, NL-1018 WS Amsterdam, Netherlands
关键词
phosphines; solvents and solvent effects; Heck reaction; Suzuki reaction; hydroformylation;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of three triphenylphosphine analogues with one, two or three phenyl groups replaced by 2-dibenzofuranyl groups, respectively, and one enantiopure analogue of the atropisomeric diphosphine MeO-BIPHEP with all four phenyl groups replaced by 2-dibenzofuranyl are reported. Sulfonation of these compounds with sulfuric acid at rt proceeded with complete regioselectivity at the 8-position in the dibenzofuran moieties. These results proved the usefulness of dibenzofuran as a structural moiety in the synthesis of water-soluble phosphine ligands. The dibenzofuran-based, water-soluble triphenylphosphine analogues were used as ligands in palladium-catalysed aqueous phase Heck and Suzuki reactions and in the rhodium-catalysed two-phase hydroformylation of propene. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6657 / 6670
页数:14
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