Benzidine: A Co-Crystallization Agent for Proton Acceptors

The search for co-crystals of amines as bifunctional hydrogen-bond donors with bidentate oxygens as bifunctional
hydrogen-bond acceptors, as part of a program to investigate the utility of using the

(8) hydrogen-bonding motif, has yielded
three co-crystals of benzidine with p-benzoquinone, diphenyl sulfoxide, and triphenylphosphine oxide. The crystal structures for all
three materials are reported. Only the co-crystal structure of benzidine/diphenyl sulfoxide/water reveals the desired motif.

作为一项旨在探究使用(8)号氢键基序（hydrogen-bonding motif）实用性的研究计划的组成部分，本研究针对以双齿氧原子（bidentate oxygens）作为双功能氢键受体（bifunctional hydrogen-bond acceptors）、胺类作为双功能氢键给体（bifunctional hydrogen-bond donors）的共晶（co-crystals）开展探索，最终获得联苯胺（benzidine）分别与对苯醌（p-benzoquinone）、二苯亚砜（diphenyl sulfoxide）及三苯基氧膦（triphenylphosphine oxide）形成的三种共晶。现已报道上述三种材料的晶体结构，仅联苯胺/二苯亚砜/水三元共晶的结构呈现出预期的(8)号氢键基序。