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Phenanthrenes/dihydrophenanthrenes: the selectivity controlled by different benzynes and allenes
Chemical Communications ( IF 4.3 ) Pub Date : 2020-11-11 , DOI: 10.1039/d0cc06300b
Liangliang Yao 1, 2, 3, 4, 5 , Bo Fang 1, 2, 3, 4, 5 , Qiong Hu 1, 2, 3, 4, 5 , Yu Lei 1, 2, 3, 4, 5 , Li Bao 1, 2, 3, 4, 5 , Yimin Hu 1, 2, 3, 4, 5
Affiliation  

A method for the intermolecular annulation of benzynes with allenes is disclosed. This protocol utilized allenes as an unconventional diene component for the selective synthesis of phenanthrenes and dihydrophenanthrenes under the control of different benzyne precursors, featuring high atom-economy and good functional group compatibility. Density functional theory (DFT) calculations reveal that different migratory routes of the aromatic C–H bond are crucial for the observed selectivity.

中文翻译:

菲/二氢菲:由不同的苯炔和丙二烯控制的选择性

公开了一种用于苯并炔与烯丙基的分子间环化的方法。该方案利用丙二烯作为非常规二烯组分,在不同的苯炔前体的控制下选择性合成菲和二氢菲,具有高原子经济性和良好的官能团相容性。密度泛函理论(DFT)的计算表明,芳族CH键的不同迁移途径对于观察到的选择性至关重要。
更新日期:2020-11-21
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