Photo-Controlled Macroscopic Self-Assembly Based on Photo-Switchable Hetero-Complementary Quadruple Hydrogen Bonds

Shi-Tao Han; Hong-Ying Duan; Lan-Yun Chen; Tian-Guang Zhan; Li-Juan Liu; Li-Chun Kong; Kang-Da Zhang

doi:10.1002/asia.202101076

Photo-Controlled Macroscopic Self-Assembly Based on Photo-Switchable Hetero-Complementary Quadruple Hydrogen Bonds

Chem Asian J. 2021 Dec 1;16(23):3886-3889. doi: 10.1002/asia.202101076. Epub 2021 Oct 13.

Authors

Shi-Tao Han¹, Hong-Ying Duan¹, Lan-Yun Chen¹, Tian-Guang Zhan¹, Li-Juan Liu¹, Li-Chun Kong¹, Kang-Da Zhang^{1

2}

Affiliations

¹ Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Life Science, Zhejiang Normal University, 688 Yingbin Road, 321004, Jinhua, P. R. China.
² Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province, School of Science, Westlake University, 18 Shilongshan Road, 310024, Hangzhou, Zhejiang Province, P. R. China.

PMID: 34591366
DOI: 10.1002/asia.202101076

Abstract

A photo-switchable hetero-complementary quadruple H-bonding array, which consists of an azobenzene-derived ureidopyrimidinone (UPy) module (Azo-UPy) and a nonphotoactive diamidonaphthyridine (DAN) derivative (Napy-1), is constructed based on a reversible photo-locking approach. Upon UV (390 nm)/Vis (460 nm) light irradiations, photo-switchable quadruple H-bonded dimerization between Azo-UPy and Napy-1 can be achieved with exhibiting 4.8×10⁴ -fold differences in binding strength (ON/OFF ratios). Furthermore, smart polymeric gels with unique photo-controlled macroscopic self-assembly behavior can be fabricated by introducing such quadruple H-bonding array as photo-regulable noncovalent interfacial connections.

Keywords: azobenzenes; competitive binding; hetero-complementary multiple hydrogen bonds; macroscopic self-assembly; photo-switchable.

Abstract

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