Discovery and Mechanistic Study of a Totally Organic C (aryl) –C (alkyl) Oxygen Insertion Reaction

Discovery and Mechanistic Study of a Totally Organic C (aryl) –C (alkyl) Oxygen Insertion Reaction
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全有机C(芳基)→C(烷基)氧插入反应的发现及机理研究

DOI:
10.1021/acs.joc.9b02238
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发表时间:
2019
期刊:
The Journal of Organic Chemistry
影响因子:
--
通讯作者:
Lectka, Thomas
Lectka, Thomas
中科院分区:
--
文献类型:
--
作者:
Kazim, Muhammad;Foy, Hayden;Siegler, Maxime A.;Dudding, Travis;Lectka, Thomas

文献摘要

相似文献

我们报道了一种史无前例的光化学氧插入反应,该反应是一种芳香族对苯二酚的甲基化合物。插入特别发生在C(芳基)-C(烷基)键中,而甲基苯醌部分本身保持不变。在DFT计算的支持下,详细的机制研究支持p-QM在其中起关键的激活作用的途径。
We report an unprecedented photochemical oxygen insertion reaction into an aromatic quinone methide. Insertion happens specifically within a C(aryl)–C(alkyl)bond, whereas the quinone methide moiety remains intact itself. Detailed mechanistic studies, supported by DFT calculations, support a pathway in which thep-QM plays a pivotal activating role.