Katagiri Kosuke, Ohara Masahiro, Ikehara Masahiro, Higashimura Ikkei, Isono Koshiro
Department of Chemistry, Faculty of Science and Engineering, Konan University, 8-9-1 Okamoto, Higashinada-ku, Kobe 658-8501, Japan.
Graduate School of Natural Science, Konan University, 8-9-1 Okamoto, Higashinada-ku, Kobe 658-8501, Japan.
ACS Omega. 2020 Sep 9;5(37):23621-23630. doi: 10.1021/acsomega.0c02177. eCollection 2020 Sep 22.
Oxaphosphacyclophanes, a bis(triphenylphosphine oxide) moiety linked by dioxypropane, dioxybutane, dioxypentane, and dioxyhexane, were synthesized from the reaction of bis(4-hydroxyphenyl)phenylphosphine oxide and dibromoalkanes. Single-crystal X-ray diffraction analysis and exploring intermolecular interactions by using the Hirshfeld surface revealed that the butylene-linked oxaphosphacyclophane () had a one-dimensional (1D) supramolecular structure via CH/π interactions between the terminal phenyl group of and a phenylene group of the cavities. In the packing diagram of pentylene-linked oxaphosphacyclophane () with antiform, one macrocycle recognized two terminal phenyl groups to form a 1D supramolecular chain via π/π interactions. The syn-form of was obtained by the recrystallization from toluene and CHCl. In this crystal, a toluene molecule avoid construction of a 1D chain. The antiform of hexylene-linked oxaphosphacyclophane was obtained by the recrystallization from cyclohexane and CHCl. Cyclohexane was captured in the cavity via CH/π interactions. Two molecules of with the syn-form recognized each other to construct a dimeric structure via CH/π interactions.
氧杂磷杂环烷是一种由二氧丙烷、二氧丁烷、二氧戊烷和二氧己烷连接的双（三苯基氧化膦）部分，由双（4-羟基苯基）苯基氧化膦与二溴代烷烃反应合成。通过单晶X射线衍射分析以及使用 Hirshfeld 表面探索分子间相互作用表明，丁烯连接的氧杂磷杂环烷（）通过与腔的亚苯基之间的 CH/π 相互作用具有一维（1D）超分子结构。在具有反式构象的戊烯连接的氧杂磷杂环烷（）的堆积图中，一个大环识别两个末端苯基，通过 π/π 相互作用形成一维超分子链。通过从甲苯和 CHCl 中重结晶获得的 的顺式构象。在该晶体中，一个甲苯分子避免形成一维链。通过从环己烷和 CHCl 中重结晶获得己烯连接的氧杂磷杂环烷 的反式构象。环己烷通过 CH/π 相互作用捕获在腔内。两个具有顺式构象的 分子通过 CH/π 相互作用相互识别以构建二聚体结构。
