The catalytic intermolecular orthoarylation of phenols

The catalytic intermolecular orthoarylation of phenols
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DOI:
10.1002/anie.200390037
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发表时间:
2003-01-01
影响因子:
16.6
通讯作者:
Limmert, ME
Limmert, ME
中科院分区:
化学1区
文献类型:
--
作者:
Bedford, RB;Coles, SJ;Limmert, ME

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使用铑催化剂,如[RhCl(PPh3)3]或[{RhCl(COD)}2]与PiPr2(OAr)或P(NMe2)3共催化剂,可以实现苯酚的邻选择性分子间芳基化。反应通过对羟基的正金属化反应进行,然后酯交换反应释放产物苯酚。当2-取代的苯酚作为底物时,[RhCl(PPh3)3]/iPr2(OAr)混合物是典型的催化剂选择,而对于没有2-取代的底物[{RhCl(COD)}2]/P(NMe2)3的混合物往往会产生更好的结果。
The use of rhodium catalysts such as [RhCl(PPh3)3] or [{RhCl(COD)}2] with PiPr2(OAr) or P(NMe2)3co-catalysts allows the ortho-selective intermolecular arylation of phenols. The reaction proceeds via orthometalation of P-OAr groups and then transesterification liberates the product phenol. When 2-substituted phenols are used as substrates, [RhCl(PPh3)3]/iPr2(OAr) mixtures are typically the catalysts of choice, whereas for substrates without 2-substitution [{RhCl(COD)}2]/P(NMe2)3mixtures tend to give better results.