6,7-Bismethoxy-2,11-dihydroxytetraphenylene Derived Macrocycles: Synthesis, Structures, and Complexation with Fullerenes

Chun-Lin Deng¹, Xiao-Dong Xiong¹, David T W Chik², Zongwei Cai², Xiao-Shui Peng^{1

3}, Henry N C Wong^{4

5}

Affiliations

¹ Department of Chemistry, State Key Laboratory of Synthetic Chemistry, Center of Novel Functional Molecules, and Institute of Molecular Functional Materials, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China.
² Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Kowloon, Hong Kong SAR, China.
³ Shenzhen Center of Novel Functional Molecules & Shenzhen Municipal Key Laboratory of Chemical Synthesis of Medicinal Organic Molecules, Shenzhen Research Institute, The Chinese University of Hong Kong, No.10, Second Yuexing Road, Shenzhen, 518507, China.
⁴ Department of Chemistry, State Key Laboratory of Synthetic Chemistry, Center of Novel Functional Molecules, and Institute of Molecular Functional Materials, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China. hncwong@cuhk.edu.hk.
⁵ Shenzhen Center of Novel Functional Molecules & Shenzhen Municipal Key Laboratory of Chemical Synthesis of Medicinal Organic Molecules, Shenzhen Research Institute, The Chinese University of Hong Kong, No.10, Second Yuexing Road, Shenzhen, 518507, China. hncwong@cuhk.edu.hk.

PMID: 26211744
DOI: 10.1002/asia.201500689

6,7-Bismethoxy-2,11-dihydroxytetraphenylene Derived Macrocycles: Synthesis, Structures, and Complexation with Fullerenes

Chun-Lin Deng et al. Chem Asian J. 2015 Nov.

. 2015 Nov;10(11):2342-6.

doi: 10.1002/asia.201500689. Epub 2015 Aug 11.

Authors

Chun-Lin Deng¹, Xiao-Dong Xiong¹, David T W Chik², Zongwei Cai², Xiao-Shui Peng^{1

3}, Henry N C Wong^{4

5}

Affiliations

¹ Department of Chemistry, State Key Laboratory of Synthetic Chemistry, Center of Novel Functional Molecules, and Institute of Molecular Functional Materials, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China.
² Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Kowloon, Hong Kong SAR, China.
³ Shenzhen Center of Novel Functional Molecules & Shenzhen Municipal Key Laboratory of Chemical Synthesis of Medicinal Organic Molecules, Shenzhen Research Institute, The Chinese University of Hong Kong, No.10, Second Yuexing Road, Shenzhen, 518507, China.
⁴ Department of Chemistry, State Key Laboratory of Synthetic Chemistry, Center of Novel Functional Molecules, and Institute of Molecular Functional Materials, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China. hncwong@cuhk.edu.hk.
⁵ Shenzhen Center of Novel Functional Molecules & Shenzhen Municipal Key Laboratory of Chemical Synthesis of Medicinal Organic Molecules, Shenzhen Research Institute, The Chinese University of Hong Kong, No.10, Second Yuexing Road, Shenzhen, 518507, China. hncwong@cuhk.edu.hk.

PMID: 26211744
DOI: 10.1002/asia.201500689

Abstract

6,7-Bismethoxy-2,11-dihydroxytetraphenylene (1), a novel building block of tetraphenylene-derived macrocycles, was synthesized via palladium-catalyzed cross-coupling reactions and characterized by X-ray diffraction. The relevant macrocyclic hosts derived from 1 have well-defined structures with fixed conformations both in solution and solid state. They showed efficient and unique properties toward complexation with fullerenes C60 and C70 in toluene.

Keywords: fullerenes; host-guest chemistry; macrocycles; synthesis; tetraphenylene.

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6,7-Bismethoxy-2,11-dihydroxytetraphenylene Derived Macrocycles: Synthesis, Structures, and Complexation with Fullerenes

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6,7-Bismethoxy-2,11-dihydroxytetraphenylene Derived Macrocycles: Synthesis, Structures, and Complexation with Fullerenes

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Abstract

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