Platinum(0)-catalyzed diboration of alkynes with tetrakis(alkoxo)diborons: An efficient and convenient approach to cis-bis(boryl) alkenes

被引：293

作者：

Ishiyama, T ^{[1
]}

Matsuda, N ^{[1
]}

Murata, M ^{[1
]}

Ozawa, F ^{[1
]}

Suzuki, A ^{[1
]}

Miyaura, N ^{[1
]}

机构：

[1] HOKKAIDO UNIV,FAC ENGN,DIV MOLEC CHEM,SAPPORO,HOKKAIDO 060,JAPAN

来源：

ORGANOMETALLICS | 1996年 / 15卷 / 02期

关键词：

D O I：

10.1021/om950672b

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Tetrakis(methoxo)- or bis(pinacolato)diboron [(RO)(2)BB(OR)(2); (RO)(2) = (MeO)(2) (4a) and Me(4)C(2)O(2) (1)] added to both terminal and internal alkynes in the presence of a catalytic amount of Pt(PPh(3))(4) to provide stereodefined cis-bis(boryl)alkenes (3) in excellent yields. Because reagents and reaction conditions were sufficiently mild, the procedure was readily extended to various functionalized alkynes. Mechanistic study revealed that the oxidative addition of bis(pinacolato)diboron (1) to Pt(PPh(3))(4) generates cis-Pt(BO(2)C(2)Me(4))(2)(PPh(3))(2) (5), whose structure was fully characterized by multinuclear NMR spectroscopies as well as single-crystal X-ray diffraction analysis. Complex 5 exhibited high reactivity for insertion to the alkyne giving 3 in high yields, thus implying that the oxidative addition of the B-B bond to a Pt(O) complex is an initial step in the platinum(O)-catalyzed diboration of alkynes.

引用

页码：713 / 720

页数：8

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