Stable Carbocation Generated via 2,5-Cyclohexadien-1-one Protonation

被引:8
|
作者
Fraser, Craig [1 ]
Young, Rowan D. [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, 3 Sci Dr 3, Singapore 117543, Singapore
来源
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 01期
关键词
ASYMMETRIC TRANSFER HYDROGENATION; CATALYZED TRANSFER HYDROGENATION; MOLECULAR-STRUCTURE; QUINONE METHIDES; H-BONDS; ACID; COMPLEXES; FUCHSONES; HETEROQUATERPHENOQUINONES; HYDROCARBONS;
D O I
10.1021/acs.joc.7b02668
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Protonation of a substituted cyclohexadien-1-one (1) leads to the generation of carbocation [3](+), capable of effecting hydride abstraction and oxidation reactions. The molecular structure of [3](+) shows it to be structurally similar to [(p-MeO-C6H4)Ph2C](+). The ability to easily access [3](+) from stable and available precursors, such as 1 and commercially available acids, may allow a wider application of the growing number of trityl-based reactions in organic syntheses.
引用
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页码:505 / 509
页数:5
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