{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,3]],"date-time":"2026-10-03T19:44:17Z","timestamp":1791056657816,"version":"4.1.0"},"reference-count":29,"publisher":"American Chemical Society (ACS)","issue":"2","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Org. Chem."],"published-print":{"date-parts":[[2006,1,1]]},"DOI":"10.1021\/jo051612a","type":"journal-article","created":{"date-parts":[[2006,1,13]],"date-time":"2006-01-13T05:35:57Z","timestamp":1137130557000},"page":"520-526","source":"Crossref","is-referenced-by-count":88,"title":["Steric Modulations in the Reversible Dimerizations of Phenalenyl Radicals via Unusually Weak Carbon-Centered \u03c0- and \u03c3-Bonds"],"prefix":"10.1021","volume":"71","author":[{"given":"V.","family":"Zaitsev","sequence":"first","affiliation":[{"name":"Departments of Chemistry, University of Houston, Houston, Texas 77204-5003, and University of California, Berkeley, California 94720"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"S. V.","family":"Rosokha","sequence":"additional","affiliation":[{"name":"Departments of Chemistry, University of Houston, Houston, Texas 77204-5003, and University of California, Berkeley, California 94720"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"M.","family":"Head-Gordon","sequence":"additional","affiliation":[{"name":"Departments of Chemistry, University of Houston, Houston, Texas 77204-5003, and University of California, Berkeley, California 94720"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"J. K.","family":"Kochi","sequence":"additional","affiliation":[{"name":"Departments of Chemistry, University of Houston, Houston, Texas 77204-5003, and University of California, Berkeley, California 94720"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2005,12,14]]},"reference":[{"key":"jo051612ab00001\/jo051612ab00001_1","volume-title":"S. W. Adv. Photochem.","author":"See","year":"1964"},{"key":"jo051612ab00003\/jo051612ab00003_1","doi-asserted-by":"crossref","first-page":"2540","DOI":"10.1002\/1521-3773(20010702)40:13<2540::AID-ANIE2540>3.0.CO;2-O","volume":"40","author":"Novoa J. J.","year":"2001","journal-title":"Angew. Chem., Int. Ed."},{"key":"jo051612ab00003\/jo051612ab00003_2","doi-asserted-by":"crossref","first-page":"12161","DOI":"10.1021\/ja0364928","volume":"125","author":"Lu J.-M.","year":"2003","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00003\/jo051612ab00003_3","doi-asserted-by":"crossref","first-page":"2008","DOI":"10.1039\/B403450C","volume":"6","author":"Jung Y.","year":"2004","journal-title":"Phys. Chem. Chem. Phys."},{"key":"jo051612ab00004\/jo051612ab00004_1","doi-asserted-by":"crossref","first-page":"10395","DOI":"10.1021\/ja992040c","volume":"121","author":"Chi X.","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00004\/jo051612ab00004_2","doi-asserted-by":"crossref","first-page":"4041","DOI":"10.1021\/ja0039785","volume":"123","author":"Chi X.","year":"2001","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00004\/jo051612ab00004_3","doi-asserted-by":"crossref","first-page":"1443","DOI":"10.1126\/science.1071372","volume":"296","author":"Itkis M. E.","year":"2002","journal-title":"Science"},{"key":"jo051612ab00005\/jo051612ab00005_1","first-page":"1504","author":"Reid D. H.","year":"1956","journal-title":"Chem. Ind."},{"key":"jo051612ab00005\/jo051612ab00005_2","doi-asserted-by":"crossref","first-page":"1343","DOI":"10.1063\/1.1743526","volume":"26","author":"Sogo P. B.","year":"1957","journal-title":"J. Chem. Phys."},{"key":"jo051612ab00005\/jo051612ab00005_3","first-page":"352","volume":"3","author":"Reid D. H.","year":"1958","journal-title":"Tetrahedron"},{"key":"jo051612ab00005\/jo051612ab00005_4","doi-asserted-by":"crossref","first-page":"274","DOI":"10.1039\/qr9651900274","volume":"19","author":"Reid D. H.","year":"1965","journal-title":"Quart. Rev."},{"key":"jo051612ab00006\/jo051612ab00006_1","first-page":"1467","volume":"5","author":"Gerson F.","year":"1966","journal-title":"Helv. Chim. Acta"},{"key":"jo051612ab00007\/jo051612ab00007_1","doi-asserted-by":"crossref","first-page":"1619","DOI":"10.1021\/ja9836242","volume":"121","author":"Goto K.","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00007\/jo051612ab00007_2","doi-asserted-by":"crossref","first-page":"1793","DOI":"10.1002\/1521-3773(20020517)41:10<1793::AID-ANIE1793>3.0.CO;2-G","volume":"41","author":"Morita Y.","year":"2002","journal-title":"Angew. Chem., Int. Ed."},{"key":"jo051612ab00007\/jo051612ab00007_3","doi-asserted-by":"crossref","first-page":"11122","DOI":"10.1021\/ja0177197","volume":"124","author":"Takano Y.","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00008\/jo051612ab00008_1","doi-asserted-by":"crossref","first-page":"6938","DOI":"10.1021\/ja00775a012","volume":"94","author":"Paskovich D. H.","year":"1972","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00009\/jo051612ab00009_1","doi-asserted-by":"crossref","first-page":"13","DOI":"10.1021\/ar50097a003","volume":"9","author":"Use","year":"1976","journal-title":"Acc. Chem. Res."},{"key":"jo051612ab00010\/jo051612ab00010_1","doi-asserted-by":"crossref","first-page":"13858","DOI":"10.1021\/ja046770i","volume":"126","author":"Small D.","year":"2004","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00010\/jo051612ab00010_3","unstructured":"(c) Small, D.; Rosokha, S. V.; Kochi, J. K.; Head-Gordon, M.J. Phys. Chem.in press. This reference also contains wave function-based coupled cluster and MP2 calculations with basis sets up to cc-pVTZ to allow for a reliable computational estimate of the bond dissociation energy of the phenalenyl sigma dimer of 16 kcal\/mol in the gas phase. This allows an estimate of the loss of resonance energy in each phenalenyl unit of 34 kcal\/mol upon sigma dimerization, associated with the rehybridization at the bridging carbons. Additionally, all calculations of the electronic absorption spectra were performed using time-dependent density functional theory with the B3LYP functional and the 6-31G* basis, which showed no bands of non-negligible intensity in the visible region, in striking contrast to the corresponding calculations on the \u03c0-dimer reported in ref 10a."},{"key":"jo051612ab00012\/jo051612ab00012_1","doi-asserted-by":"crossref","first-page":"5786","DOI":"10.1021\/ja029236o","volume":"125","author":"Zheng S.","year":"2003","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00013\/jo051612ab00013_1","doi-asserted-by":"crossref","first-page":"1432","DOI":"10.1021\/ja00369a051","volume":"104","author":"Reid","year":"1982","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00015\/jo051612ab00015_1","first-page":"2712","volume":"43","author":"Lewis I. C.","year":"1965","journal-title":"Chem. Phys."},{"key":"jo051612ab00015\/jo051612ab00015_2","doi-asserted-by":"crossref","first-page":"6258","DOI":"10.1063\/1.1672936","volume":"52","author":"Howarth O. W.","year":"1970","journal-title":"J. Chem. Phys."},{"key":"jo051612ab00015\/jo051612ab00015_3","doi-asserted-by":"crossref","first-page":"1801","DOI":"10.1021\/jo00360a029","volume":"51","author":"Lau W.","year":"1986","journal-title":"J. Org. Chem."},{"key":"jo051612ab00015\/jo051612ab00015_4","doi-asserted-by":"crossref","first-page":"6826P","DOI":"10.1021\/jo000570h","volume":"65","author":"Kochi J. K.","year":"2000","journal-title":"J. Org. Chem."},{"key":"jo051612ab00016\/jo051612ab00016_1","doi-asserted-by":"crossref","first-page":"575","DOI":"10.1002\/macp.1992.021930302","volume":"193","author":"Stenger-Smith J. D.","year":"1992","journal-title":"Macromol. Chem."},{"key":"jo051612ab00016\/jo051612ab00016_2","doi-asserted-by":"crossref","first-page":"1180","DOI":"10.1039\/b009543p","author":"Le Magueres P.","year":"2001","journal-title":"J. Chem. Soc., Perkin Trans 2"},{"key":"jo051612ab00018\/jo051612ab00018_1","doi-asserted-by":"crossref","first-page":"14297","DOI":"10.1021\/ja046243z","volume":"126","author":"It 0.","year":"2004","journal-title":"J. Am. Chem. Soc."},{"key":"jo051612ab00019\/jo051612ab00019_1","doi-asserted-by":"crossref","first-page":"2091","DOI":"10.1002\/cber.19911240935","volume":"24","author":"Koch K. H.","year":"1991","journal-title":"Chem. Ber."}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/jo051612a","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,3,14]],"date-time":"2023-03-14T19:48:03Z","timestamp":1678823283000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/jo051612a"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2005,12,14]]},"references-count":29,"journal-issue":{"issue":"2","published-print":{"date-parts":[[2006,1,1]]}},"alternative-id":["10.1021\/jo051612a"],"URL":"https:\/\/doi.org\/10.1021\/jo051612a","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2005,12,14]]}}}