Syntheses and Crystal Structures of Calix[4]arene Dithiocarbazate Schiff Bases  

Syntheses and Crystal Structures of Calix[4]arene Dithiocarbazate Schiff Bases

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作  者:SUN Jing LIU Dong-mei WANG Jin-xiang YAN Chao-guo 

机构地区:[1]College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. China

出  处:《Chemical Research in Chinese Universities》2010年第4期572-577,共6页高等学校化学研究(英文版)

基  金:Supported by the National Natural Science Foundation of China(No.20672091);the Jiangsu Provincial Key Program of Physical Chemistry in Yangzhou University,China

摘  要:The regioselective syntheses of novel p-tert-butylcalix[4]arenes with functional aldehyde and dithiocarbazate Schiff base groups were carried out. p-tert-Butylcalix[4]arene was alkylated with o-, p-(ω-chloroalkoxy)- benzaldehydes in the system of K2CO3/KI/CH3CN to give calixarene 1,3-dialdehydes. Then the condensation reactions of active calixarene aldehydes with S-methyl and S-benzyldithiocarbazate, calixarene sulfur-containing Schiff bases were efficiently obtained in satisfied yields. The single crystal analysis of the four representative products shows that calixarene aldehydes and Schiff bases exist in cone conformation and there are interesting intermolecular hydrogen-bands and π...π interaction in the crystals.The regioselective syntheses of novel p-tert-butylcalix[4]arenes with functional aldehyde and dithiocarbazate Schiff base groups were carried out. p-tert-Butylcalix[4]arene was alkylated with o-, p-(ω-chloroalkoxy)- benzaldehydes in the system of K2CO3/KI/CH3CN to give calixarene 1,3-dialdehydes. Then the condensation reactions of active calixarene aldehydes with S-methyl and S-benzyldithiocarbazate, calixarene sulfur-containing Schiff bases were efficiently obtained in satisfied yields. The single crystal analysis of the four representative products shows that calixarene aldehydes and Schiff bases exist in cone conformation and there are interesting intermolecular hydrogen-bands and π...π interaction in the crystals.

关 键 词:CALIXARENE Alkvlation S-Alkvldithiocarbazate Schiff base: Crystal structure 

分 类 号:O625.632[理学—有机化学] X832[理学—化学]

 

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