{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,25]],"date-time":"2025-10-25T18:39:19Z","timestamp":1761417559866},"reference-count":17,"publisher":"Elsevier BV","issue":"30","license":[{"start":{"date-parts":[[2000,7,1]],"date-time":"2000-07-01T00:00:00Z","timestamp":962409600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Tetrahedron Letters"],"published-print":{"date-parts":[[2000,7]]},"DOI":"10.1016\/s0040-4039(00)00923-0","type":"journal-article","created":{"date-parts":[[2002,7,25]],"date-time":"2002-07-25T20:38:16Z","timestamp":1027629496000},"page":"5679-5682","source":"Crossref","is-referenced-by-count":15,"title":["Synthesis and Diels\u2013Alder reactions of 2-(buta-1,3-dien-2-yl)-5,10,15,20-tetraphenylporphyrin"],"prefix":"10.1016","volume":"41","author":[{"given":"Cristina M.A.","family":"Alonso","sequence":"first","affiliation":[]},{"given":"Maria G.P.M.S.","family":"Neves","sequence":"additional","affiliation":[]},{"given":"Augusto C.","family":"Tom\u00e9","sequence":"additional","affiliation":[]},{"given":"Artur M.S.","family":"Silva","sequence":"additional","affiliation":[]},{"given":"Jos\u00e9 A.S.","family":"Cavaleiro","sequence":"additional","affiliation":[]}],"member":"78","reference":[{"key":"10.1016\/S0040-4039(00)00923-0_BIB1","doi-asserted-by":"crossref","unstructured":"Meunier, B. 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Tetrahedron Lett. 1997, 38, 2757\u20132758.","DOI":"10.1016\/S0040-4039(97)00464-4"},{"key":"10.1016\/S0040-4039(00)00923-0_BIB6","unstructured":"Selected data for compound 3: 1H NMR (300 MHz, CDCl3) \u03b4 (ppm) 3.19\u20133.31 (m, 2H, H-25), 4.52\u20134.58 (m, 1H, H-21), 6.71 (dd, 1H, H-23, J 2.4 and 6.6 Hz), 6.86 (dd, 1H, H-22, J 3.0 and 6.6 Hz), 7.63\u20138.06 (m, 20H, 4\u00d7C6H5), 8.58 (s, 1H, H-3), 8.64\u20138.74 (m, 6H, H-7,8,12,13,17,18); 13C NMR (CDCl3) \u03b4 (ppm) 39.5 (C-21), 56.9 (C-25), 117.3, 118.7, 119.1, 119.4, 127.0, 127.1, 127.5, 127.6, 127.9, 128.0, 129.1, 131.0 (C-23), 132.1, 132.4, 132.6, 132.65, 132.7, 132.8, 132.9, 133.1, 133.6, 137.7, 140.0, 140.1, 140.3, 142.1 (C-22), 142.5, 142.56, 142.6, 142.9, 143.1, 143.2; UV\u2013vis (CHCl3) \u03bbmax\/nm (log \u03b5), 420 (5.37), 532 (4.15); HRMS (FAB) m\/z calculated for C48H32N4O2SNi (M+\u00b7) 786.1599; found 786.1568."},{"key":"10.1016\/S0040-4039(00)00923-0_BIB7","unstructured":"Selected data for compound 4: m.p.>300\u00b0C; 1H NMR (300 MHz, CDCl3) \u03b4 (ppm) 4.71 (d, 1H, H-23, J 17.2 Hz), 4.94 (d, 1H, H-23, J 10.4 Hz), 4.96 (br s, 1H, H-24), 5.10 (br s, 1H, H-24), 6.32 (dd, 1H, H-22, J 10.4 and 17.2 Hz), 7.37\u20138.01 (m, 20H, 4\u00d7C6H5), 8.56 (s, 1H, H-3), 8.57\u20138.74 (m, 6H, H-7,8,12,13,17,18); 13C NMR (CDCl3) \u03b4 (ppm) 116.5, 118.1, 118.7, 119.1, 119.4, 120.5, 125.8, 126.9, 127.6, 127.7, 127.8, 131.6, 132.1, 132.2, 132.3, 132.4, 132.9, 133.7, 134.8, 134.9, 139.8, 140.1, 140.4, 140.6, 140.7, 142.2, 142.3, 142.4, 142.5, 142.6, 143.7, 143.9, 144.4; UV\u2013vis (CHCl3) \u03bbmax\/nm (log \u03b5) 418 (5.25), 531 (4.12); HRMS (FAB) m\/z calculated for C46H32N4Ni (M+\u00b7) 722.1980; found 722.1975."},{"key":"10.1016\/S0040-4039(00)00923-0_BIB8","unstructured":"The reaction with C60 is completed in 2 h while it requires ca. 2 days with the other dienophiles."},{"key":"10.1016\/S0040-4039(00)00923-0_BIB9","unstructured":"Selected data for compound 10: 1H NMR (300 MHz, CDCl3) \u03b4 (ppm) 2.93\u20132.99 (m, 2H, H-23), 3.32\u20133.37 (m, 2H, H-28), 5.55 (br s, 1H, H-22), 6.77 (s, 2H, H-25 and H-26), 7.36\u20138.01 (m, 20H, Ph-H), 8.48 (d, 1H, \u03b2-H, J 5.0 Hz), 8.54 (s, 1H, \u03b2-H), 8.64 (d, 1H, \u03b2-H, J 5.0 Hz), 8.70\u20138.74 (m, 4H, \u03b2-H); 13C NMR (CDCl3) \u03b4 (ppm) 25.2, 29.6, 118.1, 118.8, 118.9, 119.3, 125.2, 126.1, 126.9, 127.3, 127.8, 131.1, 131.7, 132.1, 132.3, 132.4, 132.5, 132.6, 132.7, 133.6, 133.7, 134.0, 136.2, 138.5, 138.9, 139.2, 140.5, 140.6, 142.4, 142.6, 142.7, 143.8, 147.4, 186.7, 186.8; UV\u2013vis (CHCl3) \u03bbmax\/nm (log \u03b5) 418 (5.27), 535 (4.14); HRMS (FAB) m\/z calculated for C54H36N4O2Ni (M+2H)+ 830.2192; found, 830.2194."},{"key":"10.1016\/S0040-4039(00)00923-0_BIB10","unstructured":"Selected data for compound 11: 1H NMR (300 MHz, CDCl3) \u03b4 (ppm) 6.95 and 6.99 (AB, 2H, H-25 and H-26, J 11.6 Hz), 7.06\u20137.12 (m, 2H, Ph-H), 7.59 (dd, 1H, H-22, J 1.9 and 8.0 Hz), 7.63\u20137.73 (m, 12H, Ph-H), 7.80 (d, 1H, H-28, J 1.9 Hz), 7.81 (d, 1H, H-23, J 8.0 Hz), 7.99\u20138.01 (m, 6H, Ph-H), 8.45 (d, 1H, \u03b2-H, J 5.0 Hz), 8.64 (d, 1H, \u03b2-H, J 5.0 Hz), 8.70\u20138.76 (m, 5H, \u03b2-H); 13C NMR (CDCl3) \u03b4 (ppm) 118.6, 119.0, 119.3, 125.6, 126.3, 126.9, 127.0, 127.2, 127.8, 127.9, 128.8, 130.5, 131.9, 132.4, 132.6, 133.0, 133.6, 133.7, 134.4, 134.6, 138.4, 138.6, 138.8, 139.4, 140.1, 140.4, 142.3, 142.7, 142.9, 143.1, 143.8, 144.8, 145.0, 184.9, 185.0; UV\u2013vis (CHCl3) \u03bbmax\/nm (log \u03b5) 419 (5.23), 536 (4.14); HRMS (FAB) m\/z calculated for C54H32N4O2Ni (M+\u00b7) 826.1879, found, 826.1911."}],"container-title":["Tetrahedron Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0040403900009230?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0040403900009230?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2019,4,21]],"date-time":"2019-04-21T07:21:08Z","timestamp":1555831268000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0040403900009230"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2000,7]]},"references-count":17,"journal-issue":{"issue":"30","published-print":{"date-parts":[[2000,7]]}},"alternative-id":["S0040403900009230"],"URL":"https:\/\/doi.org\/10.1016\/s0040-4039(00)00923-0","relation":{},"ISSN":["0040-4039"],"issn-type":[{"value":"0040-4039","type":"print"}],"subject":[],"published":{"date-parts":[[2000,7]]}}}