A novel palladium-catalyzed synthesis of phenanthrenes from ortho-substituted aryl iodides and diphenyl- or alkylphenylacetylenes

A novel palladium-catalyzed synthesis of phenanthrenes from ortho-substituted aryl iodides and diphenyl- or alkylphenylacetylenes
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DOI:
10.1021/ol016360o
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发表时间:
2001-11-15
期刊:
影响因子:
5.2
通讯作者:
Baratta, S
Baratta, S
中科院分区:
化学1区
文献类型:
--
作者:
Catellani, M;Motti, E;Baratta, S

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[图表] 1,5-选择性二取代的9,10-二苯基-或烷基苯基菲是通过邻位取代的芳基碘和二苯基或烷基苯基乙炔在钯和异丙基苯作为催化剂的存在下反应得到的。反应结果受芳基碘邻位取代基的空间位阻效应控制。
[GRAPHICS]1,5-Selectively disubstituted 9,10-diphenyl- or alkylphenylphenanthrenes are obtained by reaction of ortho-substituted aryl iodides and diphenylor alkyl phenylacetylenes in the presence of palladium and norbornene as catalysts. The reaction outcome is controlled by the steric effect exerted by the ortho substituent in the aryl iodide.