Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/34557
標題: Preparation of monodentate phosphinite ligands: their applications in palladium catalyzed Suzuki reactions
作者: Cheng, Y.H.
洪豐裕
Weng, C.M.
Hong, F.E.
關鍵字: phosphinite
palladium complex
Suzuki cross-coupling reaction
orthometallation
dimeric
monomeric
cross-coupling reaction
aryl bond formation
arylboronic acids
pincer
complexes
organic-synthesis
metal-complexes
boronic acids
c-c
chlorides
convenient
期刊/報告no:: Tetrahedron, Volume 63, Issue 50, Page(s) 12277-12285.
摘要: Two phosphinites 2,6-OMe, 4-Me, 1-OPR2C6H2 (5a: R=Ph; 5b: R='Bu) were prepared in good yields. Two methoxy groups are placed on the 2,6 positions of the phosphinites deliberately thereby to avoid a plausible orthometallation process while coordinating toward palladium metal. Further reaction of 5a with PdCl2 in the ratio of 2:1 and 1: 1 gave 5a ligated palladium complexes {(5a)PdCl(mu-Cl)}(2) 7a and {(5a)PdCl2} 8a, respectively. As revealed from their crystal structures, the former is a dimeric complex with anticipated molecular arrangement; nevertheless, the latter is a monomeric complex with unexpected, energetically unfavorable cis form. By contrast, only dimeric form was observed from the reaction of 5b with PdCl2 It is believed that the bulky substituents, 'Bu, on 5b prevent the formation of a monomeric complex in cis form. Fair to good efficiencies were observed for the Suzuki-Miyaura cross-coupling reactions employed in situ-prepared 5/Pd(OAc)(2) as the catalytic precursor. (c) 2007 Elsevier Ltd. All rights reserved.
URI: http://hdl.handle.net/11455/34557
ISSN: 0040-4020
文章連結: http://dx.doi.org/10.1016/j.tet.2007.09.070
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