C(sp3)-O Bond-Forming Reductive Elimination of Ethers from Bisphosphine-Ligated Benzylpalladium(II) Aryloxide Complexes

被引:46
|
作者
Marquard, Seth L. [1 ]
Hartwig, John F. [1 ]
机构
[1] Univ Illinois, Dept Chem, Urbana, IL 61801 USA
关键词
aryloxides; benzyl complexes; nucleophilic attack; palladium; reductive elimination; OXYGEN-ATOM TRANSFER; NUCLEOPHILIC-ATTACK; CRYSTAL-STRUCTURE; NITROUS-OXIDE; CARBON; PHENOXIDE; MECHANISM; ALKOXIDES; AMINATION; ALCOHOL;
D O I
10.1002/anie.201101088
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
On the contrary: Isolated benzylpalladium aryloxide complexes undergo C(sp3)-O bond-forming reductive elimination by a stepwise ionic mechanism (see scheme) distinct from the accepted concerted pathway for reductive elimination of aromatic ethers from arylpalladium(II) species. The mechanism is proposed to result from dissociation of the aryloxide ligand followed by nucleophilic attack on the benzylic carbon atom. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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页码:7119 / 7123
页数:5
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