Thiophene and naphthalene-based double helix:Synthesis,structures and chirality  

作　　者：Chunmei Zhao Zhiying Ma Chunli Li Li Xu Hua Wang 

机构地区：[1]Engineering Research Center for Nanomaterials,Henan University,Kaifeng 475004,China [2]School of Chemical Engineering and Food Science,Zhengzhou Institute of Technology,Zhengzhou 450044.China [3]College of Chemistry and Chemical Engineering,Henan University,Kaifeng 475004,China

出　　处：《Chinese Chemical Letters》2021年第1期457-460,共4页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China(Nos.21672053 and 21672054);Innovation Scientists and Technicians Troop Construction Projects of Henan Province(C20150011)。

摘　　要：Both racemate and enantiomer of a novel double helix,binaphthylcyclooctaterthiophene(BN-COTh),which is a DNA-like molecule constructed by two single helices intertwined with each other via covalent bonds,have been synthesized with two building blocks,cycloocta-tetrathiophene(COTh) and cyclooctadinaphthyldithiophene(CONT) fused together via Negishi coupling reaction.Another homologue,dinaphthylcyclooctaterthiophene(DN-COTh) has been employed together as a model compound.Besides the synthetic work,BN-COTh and DN-COTh have been investigated by studying their crystal structures,spectroscopic behaviors,chiral resolution and chiral characteristics,including circular dichroism(CD) spectra and optical rotations.In addition,the novel crystal of enantiomer of(R,R,R)-BN-COTh has been explored.The enantiomer molecules packing along b-axis to form a larger and extended assembly packing due to intermolecular interactions between the enantiomer molecules and chloroform molecules in crystal.

关 键 词：Binaphthylcyclooctaterthiophene Dinaphthylcyclooctaterthiophene Double helix Crystal structure CHIRALITY 

分 类 号：O626[理学—有机化学]