Rh-Catalyzed Carbonylation of Arylzinc Compounds Yielding Symmetrical Diaryl Ketones by the Assistance of Oxidizing Agents
Rh-Catalyzed Carbonylation of Arylzinc Compounds Yielding Symmetrical Diaryl Ketones by the Assistance of Oxidizing Agents
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DOI：
10.1021/jo1025173
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发表时间：
2011-03-18
影响因子：
3.6
通讯作者：
Takagi, Kentaro
中科院分区：
文献类型：
--
作者：
Kobayashi, Kana;Nishimura, Yugo;Takagi, Kentaro
在Rh-dppf催化剂存在下，芳基锌化合物1以1atm的CO和1，2-二溴乙烷为氧化剂进行羰基化偶联反应，得到对称的二芳基酮，产率较高。在类似条件下，Pd或Ni催化剂诱导1氧化均偶联生成联芳基化合物。推测Rh在羰基化反应中的有利催化作用源于芳基配体在Rh 3+中间体处向CO迁移的设施。
Carbonylative homocoupling of arylzinc compounds 1 using 1 atm of CO and 1,2-dibromoethane as an oxidant was achieved in the presence of Rh-dppf catalyst, affording symmetrical diaryl ketones in good yields. Under similar conditions, Pd or Ni catalysts induced oxidative homo coupling of 1 to yield biaryls instead. The beneficial catalysis by Rh in the carbonylation was presumed to stem from the facility by which the migration of the aryl ligand to CO at the Rh3+ intermediate occurred.