Volume 51, Issue 7 pp. 1657-1661
Communication

CH⋅⋅⋅O Hydrogen Bonding Induced Triazole Foldamers: Efficient Halogen Bonding Receptors for Organohalogens

Dr. Li-Yan You

Dr. Li-Yan You

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China)

These authors contributed equally to this project.

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Dr. Shi-Gui Chen

Dr. Shi-Gui Chen

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China)

These authors contributed equally to this project.

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Prof. Xin Zhao

Corresponding Author

Prof. Xin Zhao

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China)

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China)Search for more papers by this author
Prof. Yi Liu

Prof. Yi Liu

The Molecular Foundry, Lawrence Berkeley National Laboratory, One Cyclotron Road, Berkeley, CA 94720 (USA)

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Dr. Wen-Xian Lan

Dr. Wen-Xian Lan

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China)

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Ying Zhang

Ying Zhang

Chemistry of Department, Fudan University, 220 Handan Road, Shanghai 200433 (China)

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Prof. Hao-Jie Lu

Prof. Hao-Jie Lu

Chemistry of Department, Fudan University, 220 Handan Road, Shanghai 200433 (China)

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Prof. Chun-Yang Cao

Prof. Chun-Yang Cao

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China)

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Prof. Zhan-Ting Li

Corresponding Author

Prof. Zhan-Ting Li

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China)

Chemistry of Department, Fudan University, 220 Handan Road, Shanghai 200433 (China)

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China)Search for more papers by this author
First published: 11 January 2012
Citations: 99

We thank NSFC (20921091 and 20974118) and STCSM (10J1412200 and 09XD1405300) for financial support.

Graphical Abstract

Into the fold: Intramolecular CH⋅⋅⋅O hydrogen bonding has been utilized to create new aromatic triazole foldamers. Remarkably, all the triazole units of the foldamers are guided to orientate inward to form a nitrogen ring. As a result, they can efficiently bind neutral tri- and didentate organohalogens through multiple N⋅⋅⋅X (X=Cl, Br, I) halogen bonds to form stable 1:1 complexes.

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