Catalyst Control of Site Selectivity in the PdII/IV-Catalyzed Direct Arylation of Naphthalene

Catalyst Control of Site Selectivity in the PdII/IV-Catalyzed Direct Arylation of Naphthalene
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DOI:
10.1021/cs1001543
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发表时间:
2011-03-01
期刊:
影响因子:
12.9
通讯作者:
Sanford, Melanie S.
Sanford, Melanie S.
中科院分区:
化学1区
文献类型:
--
作者:
Hickman, Amanda J.;Sanford, Melanie S.

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本文介绍了一种高中心、高化学选择性的Pd催化直接反应的新方法。萘的芳基化。调整结构。那就是。连接的Pd宿命论结果以高产率和>50:1选择性形成了α-芳基化产物:据我们所知,这是第一次。未活化芳香族底物C-H芳基化反应中催化剂控制的系统评价。初步研究暗示了一种不寻常的机制,涉及到Pd-IV上连续的萘pi配位/金属化。
This letter describes a new method for the highly site and chemoselective Pd-catalyzed direct. arylation of naphthalene. Tuning the structure. of the. ligated Pd fatalist results formation of the alpha-arylated product in high yield and > 50:1 selectivity: to our knowledge, the first. systematic, evaluation of catalyst control in the C-H arylation of an unactivated aromatic sustrate. Preliminary studies implicate an unusual mechanism involving sequential naphthalene pi-coordination/metalation at Pd-IV.