First Experimental Evidence of an Intramolecular H Bond between Aliphatic Cl and Aromatic C–H
First Experimental Evidence of an Intramolecular H Bond between Aliphatic Cl and Aromatic C–H
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DOI：
10.1021/cg201219g
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发表时间：
2012-01
影响因子：
3.8
通讯作者：
Xiaoyun Hu;Zixing Shan;V. Soloshonok
中科院分区：
文献类型：
--
作者：
Xiaoyun Hu;Zixing Shan;V. Soloshonok
在C2-对称的（4 R，5 R）-4，5-双（二苯基氯甲基）-1，3，2-二氧硫杂环戊烷2-氧化物晶体中，首次观察到了脂族Cl和芳族C-H之间的分子内氢键。在这种情况下，一个Cl原子与轴向和赤道苯基平面上的两个邻位C-H基团形成H键，记录的距离分别为2.562 π和2.804 π。Ca-H-Cl的观察角为108.41°，Cq-H-Cl的观察角为96.53°。
The first example of an intramolecular H bond between aliphatic Cl and aromatic C–H was observed in the crystal of C2-symmetric (4R,5R)-4,5-bis(diphenylchloromethyl)-1,3,2-dioxathiolane 2-oxide. In this case one Cl atom is engaged in H-bonding with two ortho-C–H groups in the axial and equatorial phenyl planes, with the recorded distances of 2.562 Ǻ and 2.804 Ǻ, respectively. The observed angle for Ca–H–Cl is 108.41° and that for Cq–H–Cl is 96.53°.