Hydrogen-bonding-mediated Dynamic Covalent Synthesis of Two Chiral Capsular Compounds

Chem. J. Chinese Universities ›› 2011, Vol. 32 ›› Issue (9): 2162.

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Hydrogen-bonding-mediated Dynamic Covalent Synthesis of Two Chiral Capsular Compounds

XU Xiao-Na, WANG Lu, ZHAO Xin*, LI Zhan-Ting*

State Key Laboratory of Bio\|Organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

Received:2011-01-18 Revised:2011-02-14 Online:2011-09-10 Published:2011-08-11
Contact: LI Zhan-Ting;ZHAO Xin E-mail:ztli@mail.sioc.ac.cn;xzhao@mail.sioc.ac.cn
Supported by:
国家“九七三”计划项目(批准号: 2007CB808001), 国家自然科学基金(批准号: 20732007, 20921091, 20872167)和上海市优秀学科带头人计划(批准号: 09XD1405300)资助.

Abstract

Abstract: Two chiral two-layered capsular compounds have been synthesizied from chiral cyclohexane-1,2-diamine-derived dipodal precursors. The precursors bear both amino and aldehyde groups which are connected to two intramolecularly hydrogen bonded foldamer segments. Intramolecular hydrogen bonding facilitates the selective generation of two macrocyclic moieties by forming six imine bonds.

Key words: Hydrogen bond, Chiral capsule molecule, Dynamic covalent chemistry, Foldamer, Imine formation

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XU Xiao-Na, WANG Lu, ZHAO Xin*, LI Zhan-Ting*. Hydrogen-bonding-mediated Dynamic Covalent Synthesis of Two Chiral Capsular Compounds[J]. Chem. J. Chinese Universities, 2011, 32(9): 2162.

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Hydrogen-bonding-mediated Dynamic Covalent Synthesis of Two Chiral Capsular Compounds

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