Crystal Engineering of 1-Halopolyynes by End-Group Manipulation
Crystal Engineering of 1-Halopolyynes by End-Group Manipulation
复制标题
通过端基操作进行 1-卤代多炔晶体工程
作者：
Bartłomiej Pigulski;N. Gulia;Patrycja Męcik;R. Wieczorek;A. Arendt;S. Szafert
多炔是具有两个或更多个共轭碳-碳三键的化合物。这种分子通常被认为是碳炔的模型，碳炔是碳的一种假想的一维同素异形体。1-卤代多炔是这类化合物的罕见代表，但最近很少有有趣的晶体到晶体反应的报道。在这里，我们提出了11个新的X-射线结构的1-卤代多炔，几乎增加了一倍的数量，这些化合物的特点与使用单晶X-射线衍射。研究了端基对1-卤代多炔类化合物晶体结构中堆积基序的影响。特别是卤键强度作为聚炔链长的函数进行了分析与理论计算的支持。此外，化合物CNC 8I是迄今为止使用rentgenostructural分析表征的最长的1-卤代聚炔。此外，NO_2C_6Br和MeC（O）C_6Br是第一个用X射线单晶衍射方法表征的1-溴代己三炔化合物。
Polyynes are compounds with two or more conjugated carbon–carbon triple bonds. Such molecules are usually regarded as models of carbyne—a hypothetical one-dimensional allotropic form of carbon. 1-Halopolyynes are rare representatives of such species, but few interesting crystal-to-crystal reactions have been recently reported for them. Herein, we present 11 new X-ray structures of 1-halopolyynes, nearly doubling the number of such compounds characterized with the use of single-crystal X-ray diffraction. The influence of an end-group on packing motifs in crystal structures of the 1-halopolyynes were thoroughly examined. Especially the strength of halogen bond as a function of polyyne chain length was analyzed with the support of theoretical calculations. Moreover, the compound CNC8I is the longest 1-halopolyyne characterized to date with the use of rentgenostructural analysis. In addition to that, the compounds NO2C6Br and MeC(O)C6Br are the first 1-bromohexatriynes characterized by means of X-ray single-c...