Supramolecular structural control: photochemical reactions between styrylpyridine derivative and cucurbit[7, 8]urils. (19th January 2023)

• Record Type: Journal Article
• Authors: Yuan, Shang-Wei; Wu, Heng; Yang, Xi Nan; Yang, Mao-Xia; Luo, Yang; Min, Wen; Lu, Zhen-Feng; Redshaw, Carl; Tao, Zhu; Xiao, Xin
• Is Part Of: New journal of chemistry. Volume 47:Number 8(2023)
• Page Start: 3726
• Page End: 3733
• Publication Date: 2023-01-19
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d2nj03718a
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : The use of cucurbit[ n ]urils to control the photochemical reactions of styrylpyridine salts has become a new strategy in supramolecular chemistry. Abstract : The use of cucurbit[ n ]urils to control the photochemical reactions of styrylpyridine salts has become a new strategy in supramolecular chemistry. In an aqueous solution, styrylpyridine derivatives (CHP) can form supramolecular complexes of the 1 : 2 and 2 : 1 type with cucurbit[8]uril (Q[8]) and cucurbit[7]uril (Q[7]), respectively. Given the photosensitivity of the CHP, the CC bond of the CHP undergoes a cis-trans isomerization reaction and a [2 + 2] cycloaddition reaction under 365 nm UV irradiation in an aqueous solution. After binding with Q[8], the photo-induced [2 + 2] cycloaddition reaction rate of the CHP is greatly increased, while after binding with Q[7], the CC bond of the CHP only undergoes a cis-trans isomerization reaction, i.e. no further photo-induced [2 + 2] cycloaddition reaction occurs. Competitive experiments demonstrated that CHP is more inclined to combine with Q[7], and thus when Q[7] and Q[8] coexist in the system, the inhibition of the [2 + 2] cycloaddition reaction of CHP by Q[7] is not disrupted. The characteristics of this supramolecular catalysis and supramolecular protection make it applicable to catalyze or inhibit reactions required under specific circumstances.