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Subsequent treatment of \u03b2\u2010butadienylporphyrin with dienophiles afforded the corresponding Diels\u2013Alder adducts. In the absence of dienophiles, \u03b2\u2010butadienylporphyrin underwent electrocyclization, followed by oxidation, to give monobenzoporphyrin in good yield. Similarly, adjacent and opposite dibenzoporphyrins were successfully synthesized from adjacent and opposite \u03b2,\u03b2\u2032\u2010dibutadienylporphyrins, respectively. This is the first report of electrocyclization of \u03b2\u2010butadienylporphyrins. The structures of mono\u2010 and dibenzoporphyrin nickel complexes, as well as of a Diels\u2013Alder adduct, were determined by single\u2010crystal X\u2010ray diffraction; a strong distortion from the planarity of the porphyrin core was observed. (\u00a9 Wiley\u2010VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2008)<\/jats:p>","DOI":"10.1002\/ejoc.200700852","type":"journal-article","created":{"date-parts":[[2007,11,30]],"date-time":"2007-11-30T11:47:56Z","timestamp":1196423276000},"page":"704-712","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":38,"title":["Chemical Transformations of Mono\u2010 and Bis(buta\u20101,3\u2010dien\u20101\u2010yl)porphyrins: A New Synthetic Approach to Mono\u2010 and Dibenzoporphyrins"],"prefix":"10.1002","volume":"2008","author":[{"given":"Ana M. G.","family":"Silva","sequence":"first","affiliation":[]},{"given":"Kleber T.","family":"de Oliveira","sequence":"additional","affiliation":[]},{"given":"Maria A. F.","family":"Faustino","sequence":"additional","affiliation":[]},{"given":"Maria G. P. M. S.","family":"Neves","sequence":"additional","affiliation":[]},{"given":"Augusto C.","family":"Tom\u00e9","sequence":"additional","affiliation":[]},{"given":"Artur M. 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