Platinum stilbazoles: Ring-walking coupled with aryl-halide bond activation

被引:52
作者
Strawser, D
Karton, A
Zenkina, EV
Iron, MA
Shimon, LJW
Martin, JML [1 ]
van der Boom, ME
机构
[1] Weizmann Inst Sci, Dept Organ Chem, IL-76100 Rehovot, Israel
[2] Weizmann Inst Sci, Dept Chem Res Support, IL-76100 Rehovot, Israel
关键词
D O I
10.1021/ja050613h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction between tetrakis(triethylphosphine)platinum(0) and 4-[trans-2-(4-bromophenyl)vinyl]pyridine (1) is examined. Initially, the metal center coordinates to the bridging double bond of 1. Complexes 2 and 3 were fully characterized, and their X-ray crystallography structures are presented. Upon heating, either in solution or in the solid state, complex 2 undergoes C-Br oxidative addition to give complex 3. Kinetic studies revealed that this conversion is unimolecular and does not involve dissociation of the metal center from the double bond. Density functional studies show that a plausible mechanism involves the metal center walking" around the π-system from the bridging C=C double bond to the C-Br bond. Copyright © 2005 American Chemical Society."
引用
收藏
页码:9322 / 9323
页数:2
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