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The key synthetic step is a [2+2] condensation between a dipyrromethane and an anthracene bisaldehyde, 2,2'\u2010((anthracene\u20109,10\u2010diylbis(methylene))bis(oxy))dibenzaldehyde. Following exposure to white light, self\u2010sensitized singlet oxygen and the anthracene moieties underwent [4+2] cycloaddition reactions to yield the corresponding endoperoxides.\n                    <jats:sup>1<\/jats:sup>\n                    H NMR studies demonstrate that the endoperoxide readily formed in [D]chloroform and decayed at 85 \u00b0C. X\u2010ray crystallography and absorption spectroscopy were used to confirm macrocyclic distortion in the parent strapped porphyrins and endoperoxides. Additionally, X\u2010ray crystallography indicated that endoperoxide formation occurred exclusively on the outside face of the anthracene moiety.\n                  <\/jats:p>","DOI":"10.1002\/ejoc.202000283","type":"journal-article","created":{"date-parts":[[2020,3,23]],"date-time":"2020-03-23T12:40:50Z","timestamp":1584967250000},"page":"2735-2744","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["Short\u2010Chained Anthracene Strapped Porphyrins and their Endoperoxides"],"prefix":"10.1002","volume":"2020","author":[{"given":"Susan","family":"Callaghan","sequence":"first","affiliation":[{"name":"School of Chemistry Trinity College Dublin The University of Dublin Trinity Biomedical Sciences Institute  152\u2010160 Pearse Street Dublin 2 Ireland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Keith J.","family":"Flanagan","sequence":"additional","affiliation":[{"name":"School of Chemistry Trinity College Dublin The University of Dublin Trinity Biomedical Sciences Institute  152\u2010160 Pearse Street Dublin 2 Ireland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"John E.","family":"O'Brien","sequence":"additional","affiliation":[{"name":"School of Chemistry Trinity College Dublin The University of Dublin Trinity Biomedical Sciences Institute  152\u2010160 Pearse Street Dublin 2 Ireland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7467-1654","authenticated-orcid":false,"given":"Mathias O.","family":"Senge","sequence":"additional","affiliation":[{"name":"School of Chemistry Trinity College Dublin The University of Dublin Trinity Biomedical Sciences Institute  152\u2010160 Pearse Street Dublin 2 Ireland"},{"name":"Institute for Advanced Study (TUM\u2010IAS) Technische Universit\u00e4t M\u00fcnchen  Lichtenberg\u2010Str. 2a 85748 Garching Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,4,20]]},"reference":[{"key":"e_1_2_5_2_1","first-page":"1584","volume":"182","author":"Moureu C.","year":"1926","journal-title":"C. 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