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| Type |
Poster Presentation |
| Area |
Organic Chemistry |
| Room No. |
Event Hall |
| Time |
4월 19일 (목요일) 11:00~12:30 |
| Code |
ORGN.P-334 |
| Subject |
Guest-induced Calix[6]arene Carboxylate Derivative Adopting 1,3,5-Alternative conformation |
| Authors |
Suk-Hee Moon, Hansu Im1, Ki-Min Park2,*
Department of Food & Nutrition, Kyungnam College of Information & Technology, Korea
1Department of Chemistry, Gyeongsang National University, Korea
2Research Institute of Natural Science, Gyeongsang National University, Korea
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| Abstract |
Calixarenes are a class of macrocycles or cyclic oligomers possessing a cavity capable of accepting a guest molecule. Calix[4]arene derivatives adopt one of four conformations such as cone, patial cone, 1,3-alternative, and 1,2-alternative conformations owing to the rigid aromatic core of calix[4]arene. However, calix[6]arene derivatives cannot be determined their conformations because of their flexible conformations caused by the large ring size which can allow larger guests to be accepted.
We have employed calix[6]arene hexaacetic acid (H6CHA) to explore its conformation change caused by the accommodation of guest molecules. When cyclohexane-1,4-diamine as a guest was added into the methanol solution of H6CHA, cyclohexane-1,4-diamonium dication, obtained by acid-base reaction between H6CHA and the guest diamine, is accommodated into the ring cavity of the CHA6- through C―H…π interactions. Moreover, the conformation of CHA6- changes into 1,3,5-alternative form. On the other hand, cyclohexylammonium cations obtained by the addition of cyclohexylamine as a guest are not accommodated in the cavity of CHA6-. Herein, we report the synthesis and characterization of the 1,3,5-alternative calix[6]arene hexaacetate accommodating cyclohexane-1,4-diammonium dication as well as the conformational change of calix[6]arene carboxylate derivative caused by the guest species.
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| E-mail |
kmpark@gnu.ac.kr |
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121st General Meeting of the KCS