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In contrast to traditional pyrrolic macrocycles where flexible conformers coexist in dynamic equilibrium, this macrocycle exists as two separable, conformationally stable stereoisomers, denoted as <jats:bold>1A<\/jats:bold> and <jats:bold>1B<\/jats:bold>. The conformational effect of both conformers, as well as their protonated forms, were thoroughly studied using NMR spectroscopy, UV\/Vis, and single crystal X\u2010ray diffraction analyses. Importantly, heating conformer <jats:bold>1B<\/jats:bold> leads to its irreversible conversion to <jats:bold>1A<\/jats:bold>, whereas in its protonated form, <jats:bold>1A<\/jats:bold>\u2009<jats:bold>\u22c5<\/jats:bold>\u2009<jats:bold>2MSA<\/jats:bold> undergoes irreversible transformation to <jats:bold>1B<\/jats:bold>\u2009<jats:bold>\u22c5<\/jats:bold>\u2009<jats:bold>2MSA<\/jats:bold> at lower temperatures. These temperature\u2010dependent features establish a foundation for developing new accumulated heat sensors, as demonstrated by the use of the present octaphyrins as a customized thermochromic indicator in steam sterilization. The present study thus underscores how the conformational rigidity of these new polypyrrolic macrocycles imparts properties that are distinct from historically flexible expanded porphyrinoids.<\/jats:p>","DOI":"10.1002\/anie.202413962","type":"journal-article","created":{"date-parts":[[2024,8,26]],"date-time":"2024-08-26T08:39:29Z","timestamp":1724661569000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Diphenylacetylene\u2010Incorporating Octaphyrin: A Rigid Macrocycle with Readily Separable Conformational Isomers"],"prefix":"10.1002","volume":"64","author":[{"given":"Puren","family":"Han","sequence":"first","affiliation":[{"name":"Department of Physics, College of Sciences Shanghai University  Shanghai 200444 P. R. China"},{"name":"Center for Supramolecular Chemistry and Catalysis Department of Chemistry, College of Sciences Shanghai University  Shanghai 200444 P. R. 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China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jonathan L.","family":"Sessler","sequence":"additional","affiliation":[{"name":"Department of Chemistry The University of Texas at Austin  105 East 24th Street, Stop A5300 Austin Texas 78712-1224 United States"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0276-1132","authenticated-orcid":false,"given":"Chuanhu","family":"Lei","sequence":"additional","affiliation":[{"name":"Center for Supramolecular Chemistry and Catalysis Department of Chemistry, College of Sciences Shanghai University  Shanghai 200444 P. R. 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