AI Article Synopsis

  • Crystals that can undergo two sequential reactions are uncommon, and this study focuses on a specific photoreactive compound as a template.
  • The initial transformation involves the photodimerization of a bipyridyl compound, leading to the formation of crystals with a specific stoichiometry and a relatively nonreactive double bond distance.
  • After exposure to UV light, a chain reaction facilitates the transformation of these crystals to a different isomer, which enhances the efficiency of the subsequent photodimerization process.

Article Abstract

Crystals undergoing tandem reactions where the first transformation enables the second one are rare. Using photoreactive Dewar benzene 3,4,5,6-tetramethyl-1,2-dicarboxylic diacid () as a hydrogen-bonding template for the [2π+2π] photodimerization of -4,4'-bipyridyl-ethenes (), we obtained crystals with a = 2:1 stoichiometry with double bonds at a nonreactive distance of 5.957 Å. Exposure to UV light resulted in valence bond isomerization to Hückel benzene 3,4,5,6-tetramethyl-1,2-dicarboxylic acid () by a quantum chain reaction that triggered the sought-after topochemical [2π+2π] photodimerization reaction. Notably, crystals with the Hückel benzene isomer and adopted a 2:2 stoichiometry and displayed an efficient topochemically templated photodimerization reaction.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11487560PMC
http://dx.doi.org/10.1021/jacs.4c09377DOI Listing

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Article Synopsis
  • Crystals that can undergo two sequential reactions are uncommon, and this study focuses on a specific photoreactive compound as a template.
  • The initial transformation involves the photodimerization of a bipyridyl compound, leading to the formation of crystals with a specific stoichiometry and a relatively nonreactive double bond distance.
  • After exposure to UV light, a chain reaction facilitates the transformation of these crystals to a different isomer, which enhances the efficiency of the subsequent photodimerization process.
View Article and Find Full Text PDF

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