Preparation of Tris(spiroorthocarbonate) Cyclophanes as Back to Back Ditopic Hosts
Preparation of Tris(spiroorthocarbonate) Cyclophanes as Back to Back Ditopic Hosts
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作为背靠背双位宿主的三(螺原碳酸酯)环烷的制备
DOI：
10.1021/ol4006882
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发表时间：
2013
期刊：
影响因子：
5.2
通讯作者：
Kentaro Yamaguchi
中科院分区：
文献类型：
--
作者：
Hiroshi Danjo;Kazuhisa Iwaso;Masatoshi Kawahata;Kazuaki Ohara;Toshifumi Miyazawa;Kentaro Yamaguchi
设计并制备了双碗形三（螺原碳酸酯）环烷作为电中性或富电子客体的双位主体。通过原碳酸四苯酯或二氯二苯氧基甲烷的酯交换反应，使 2,2',3,3'-四羟基-1,1'-联萘 (THB) 环三聚，制备所需的环烷。在这些反应中，含有两个 THB 单元的双（螺原碳酸酯）环烷也形成为动力学上有利的产物。螺原碳酸酯双碗表现出对结晶态富勒烯 C60 的双位分子识别。
Twin-bowl-shaped tris(spiroorthocarbonate) cyclophanes were designed and prepared as ditopic hosts for electrically neutral or electron-rich guests. Preparation of the desired cyclophanes was achieved by cyclotrimerization of 2,2′,3,3′-tetrahydroxy-1,1′-binaphthyl (THB) via the transesterification of tetraphenyl orthocarbonate or dichlorodiphenoxymethane. In those reactions, bis(spiroorthocarbonate) cyclophane containing two THB units was also formed as the kinetically favored product. The spiroorthocarbonate twin bowl exhibited ditopic molecular recognition toward fullerene C60in the crystalline state.