Rotation in biphenyls with a single ortho-substituent
Rotation in biphenyls with a single ortho-substituent
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DOI：
10.1021/jo060205b
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发表时间：
2006-07-21
影响因子：
3.6
通讯作者：
Anderson, J. Edgar
中科院分区：
文献类型：
--
作者：
Mazzanti, Andrea;Lunazzi, Lodovico;Anderson, J. Edgar
通过动态核磁共振波谱法测定了一系列具有单个邻位取代基的联苯化合物 1a-1h 和 2a-2d 的旋转势垒，范围高达 15.4 kcal mol(-1)。从头计算令人满意地再现了这些势垒并指示了这些分子的基态构象。根据各个取代基对势垒的贡献以及取代基对苯环中相邻位置的支撑来讨论结果。
Barriers to rotation in a range up to 15.4 kcal mol(-1) were determined by dynamic NMR spectroscopy for a series of biphenyl compounds 1a- 1h and 2a- 2d with a single ortho- substituent. Ab initio calculations reproduce these barriers satisfactorily and indicate the ground- state conformation of these molecules. Results are discussed in terms of the contribution of individual substituents to the barrier and of the buttressing of adjacent positions in a benzene ring by substituents.