{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T23:28:18Z","timestamp":1791415698920,"version":"4.3.3"},"reference-count":72,"publisher":"American Chemical Society (ACS)","issue":"6","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Org. Lett."],"published-print":{"date-parts":[[2010,3,19]]},"DOI":"10.1021\/ol100227k","type":"journal-article","created":{"date-parts":[[2010,2,24]],"date-time":"2010-02-24T08:20:23Z","timestamp":1266999623000},"page":"1324-1327","source":"Crossref","is-referenced-by-count":111,"title":["Asymmetric Synthesis and Photophysical Properties of Benzopyrano- or Naphthopyrano-Fused Helical Phosphafluorenes"],"prefix":"10.1021","volume":"12","author":[{"given":"Naohiro","family":"Fukawa","sequence":"first","affiliation":[{"name":"Department of Applied Chemistry, Graduate School of Engineering, and Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Takuya","family":"Osaka","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry, Graduate School of Engineering, and Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Keiichi","family":"Noguchi","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry, Graduate School of Engineering, and Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ken","family":"Tanaka","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry, Graduate School of Engineering, and Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2010,2,24]]},"reference":[{"key":"ref1\/cit1","unstructured":"For selected recent examples, see:"},{"key":"ref1\/cit1a","doi-asserted-by":"crossref","first-page":"820","DOI":"10.1021\/jo802171t","volume":"74","author":"Geramita K.","year":"2009","journal-title":"J. Org. Chem."},{"key":"ref1\/cit1b","doi-asserted-by":"crossref","first-page":"2913","DOI":"10.1021\/ol801068m","volume":"10","author":"Chen R.-F.","year":"2008","journal-title":"Org. Lett."},{"key":"ref1\/cit1c","doi-asserted-by":"crossref","first-page":"5107","DOI":"10.1039\/b813440e","author":"Geramita K.","year":"2008","journal-title":"Chem. Commun."},{"key":"ref2\/cit2","unstructured":"For selected recent examples, see:"},{"key":"ref2\/cit2a","doi-asserted-by":"crossref","first-page":"2425","DOI":"10.1016\/j.tetlet.2009.03.008","volume":"50","author":"Widhalm M.","year":"2009","journal-title":"Tetrahedron Lett."},{"key":"ref2\/cit2b","doi-asserted-by":"crossref","first-page":"203","DOI":"10.1021\/ol0524499","volume":"8","author":"Chen R.-F.","year":"2006","journal-title":"Org. Lett."},{"key":"ref2\/cit2c","doi-asserted-by":"crossref","first-page":"3412","DOI":"10.1002\/ejoc.200600143","author":"Dubrovina N. V.","year":"2006","journal-title":"Eur. J. Org. Chem."},{"key":"ref2\/cit2d","doi-asserted-by":"crossref","first-page":"5049","DOI":"10.1002\/ejoc.200500514","author":"Leroux F.","year":"2005","journal-title":"Eur. J. Org. Chem."},{"key":"ref2\/cit2e","doi-asserted-by":"crossref","first-page":"758","DOI":"10.1246\/cl.2006.758","volume":"35","author":"Tsuji H.","year":"2006","journal-title":"Chem. Lett."},{"key":"ref2\/cit2f","doi-asserted-by":"crossref","first-page":"4914","DOI":"10.1002\/chem.200802677","volume":"15","author":"Fadhel S.","year":"2009","journal-title":"Chem.\u2014Eur. J."},{"key":"ref3\/cit3","unstructured":"For our account, see:"},{"key":"ref3\/cit3a","doi-asserted-by":"crossref","first-page":"1977","DOI":"10.1055\/s-2007-984541","author":"Tanaka K.","year":"2007","journal-title":"Synlett"},{"key":"ref3\/cit3b","doi-asserted-by":"crossref","first-page":"862","DOI":"10.5059\/yukigoseikyokaishi.65.862","volume":"65","author":"Tanaka K.","year":"2007","journal-title":"J. Synth. Org. Chem. Jpn."},{"key":"ref4\/cit4","unstructured":"For a review of rhodium-catalyzed [2 + 2 + 2] cycloadditions, see:"},{"key":"ref4\/cit4a","doi-asserted-by":"crossref","unstructured":"Fujiwara, M.; Ojima, I.InModern Rhodium-Catalyzed Organic Reactions;Evans, P. A., Ed.Wiley-VCH:Weinheim, Germany, 2005; Chapter 7, p129.","DOI":"10.1002\/3527604693.ch7"},{"key":"ref5\/cit5","unstructured":"For recent reviews of transition metal-catalyzed [2 + 2 + 2] cycloadditions, see:"},{"key":"ref5\/cit5a","doi-asserted-by":"crossref","first-page":"2830","DOI":"10.1002\/anie.200804651","volume":"48","author":"Galan B. R.","year":"2009","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref5\/cit5b","doi-asserted-by":"crossref","first-page":"508","DOI":"10.1002\/asia.200800378","volume":"4","author":"Tanaka K.","year":"2009","journal-title":"Chem. Asian J."},{"key":"ref5\/cit5c","first-page":"2571","author":"Varela J. A.","year":"2008","journal-title":"Synlett"},{"key":"ref5\/cit5d","doi-asserted-by":"crossref","first-page":"1317","DOI":"10.1039\/b720031e","author":"Shibata T.","year":"2008","journal-title":"Org. Biomol. Chem."},{"key":"ref5\/cit5e","doi-asserted-by":"crossref","first-page":"1085","DOI":"10.1039\/b607877j","volume":"36","author":"Heller B.","year":"2007","journal-title":"Chem. Soc. Rev."},{"key":"ref5\/cit5f","doi-asserted-by":"crossref","unstructured":"fAgenet, N.; Buisine, O.; Slowinski, F.; Gandon, V.; Aubert, C.; Malacria, M.Organic Reactions;RajanBabu, T. V., Ed.John Wiley & Sons:Hoboken, NJ, 2007; Vol.68, p1.","DOI":"10.1002\/0471264180.or068.01"},{"key":"ref5\/cit5g","doi-asserted-by":"crossref","first-page":"2307","DOI":"10.1002\/adsc.200600325","volume":"348","author":"Chopade P. R.","year":"2006","journal-title":"Adv. Synth. Catal."},{"key":"ref5\/cit5h","doi-asserted-by":"crossref","first-page":"2209","DOI":"10.1039\/b517696b","author":"Gandon V.","year":"2006","journal-title":"Chem. Commun."},{"key":"ref5\/cit5i","doi-asserted-by":"crossref","first-page":"4741","DOI":"10.1002\/ejoc.200500411","author":"Kotha S.","year":"2005","journal-title":"Eur. J. Org. Chem."},{"key":"ref5\/cit5j","doi-asserted-by":"crossref","first-page":"1699","DOI":"10.2174\/138527205774610895","volume":"9","author":"Gandon V.","year":"2005","journal-title":"Curr. Org. Chem."},{"key":"ref5\/cit5k","doi-asserted-by":"crossref","first-page":"503","DOI":"10.2174\/1385272053544399","volume":"9","author":"Yamamoto Y.","year":"2005","journal-title":"Curr. Org. Chem."},{"key":"ref6\/cit6","unstructured":"For examples by our research group, see:"},{"key":"ref6\/cit6a","doi-asserted-by":"crossref","first-page":"3489","DOI":"10.1021\/ol0611550","volume":"8","author":"Nishida G.","year":"2006","journal-title":"Org. Lett."},{"key":"ref6\/cit6b","doi-asserted-by":"crossref","first-page":"2849","DOI":"10.1021\/ol801013v","volume":"10","author":"Nishida G.","year":"2008","journal-title":"Org. Lett."},{"key":"ref6\/cit6bb","unstructured":"For examples by other research groups, see:"},{"key":"ref6\/cit6c","doi-asserted-by":"crossref","first-page":"4925","DOI":"10.1021\/ol702390p","volume":"9","author":"Doherty S.","year":"2007","journal-title":"Org. Lett."},{"key":"ref6\/cit6d","doi-asserted-by":"crossref","first-page":"4837","DOI":"10.1021\/om800755x","volume":"27","author":"Doherty S.","year":"2008","journal-title":"Organometallics"},{"key":"ref7\/cit7","doi-asserted-by":"crossref","first-page":"1295","DOI":"10.1021\/ol070129e","volume":"9","author":"Wada A.","year":"2007","journal-title":"Org. Lett."},{"key":"ref8\/cit8","unstructured":"For the rhodium-catalyzed enantioselective double [2 + 2 + 2] cycloaddition of dialkynylketones with phenol- or naphthol-linked tetraynes, see:"},{"key":"ref8\/cit8a","doi-asserted-by":"crossref","first-page":"5470","DOI":"10.1002\/anie.200901962","volume":"48","author":"Tanaka K.","year":"2009","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref9\/cit9","unstructured":"Enantioselective synthesis of\n                      P\n                      -stereogenic alkynylphosphine oxides by the rhodium-catalyzed [2 + 2 + 2] cycloaddition of dialkynyl phosphine oxides with 1,6-diynes was reported;see:"},{"key":"ref9\/cit9b","doi-asserted-by":"crossref","first-page":"3410","DOI":"10.1002\/anie.200800144","volume":"47","author":"Nishida G.","year":"2008","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref10\/cit10","unstructured":"For transition metal-catalyzed [2 + 2 + 2] cycloadditions involving alkynyl phosphorus compounds, see:"},{"key":"ref10\/cit10a","doi-asserted-by":"crossref","first-page":"1117","DOI":"10.1002\/chem.200600826","volume":"13","author":"Heller B.","year":"2007","journal-title":"Chem.\u2014Eur. J."},{"key":"ref10\/cit10b","doi-asserted-by":"crossref","first-page":"3951","DOI":"10.1002\/anie.200700064","volume":"46","author":"Nishida G.","year":"2007","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref10\/cit10c","doi-asserted-by":"crossref","first-page":"6996","DOI":"10.1021\/ja071622o","volume":"129","author":"Kondoh A.","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref10\/cit10cc","unstructured":"See also refs6b, 6c, and 6d."},{"key":"ref11\/cit11","unstructured":"Syntheses of heterofluorenes by transition metal-catalyzed [2 + 2 + 2] cycloadditions of heteroatom-bridged 1,6-diynes with monoynes have been reported. Carbazoles:"},{"key":"ref11\/cit11a","doi-asserted-by":"crossref","first-page":"3281","DOI":"10.1002\/1521-3773(20020902)41:17<3281::AID-ANIE3281>3.0.CO;2-G","volume":"41","author":"Witulski B.","year":"2002","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref11\/cit11b","doi-asserted-by":"crossref","first-page":"1464","DOI":"10.1039\/b820291e","author":"Alayrac C.","year":"2009","journal-title":"Chem. Commun"},{"key":"ref11\/cit11c","doi-asserted-by":"crossref","first-page":"133","DOI":"10.1021\/ol062732n","volume":"9","author":"Matsuda T.","year":"2007","journal-title":"Org. Lett."},{"key":"ref11\/cit11d","doi-asserted-by":"crossref","first-page":"2361","DOI":"10.1021\/ol900802d","volume":"11","author":"Komine Y.","year":"2009","journal-title":"Org. Lett."},{"key":"ref12\/cit12","unstructured":"For enantioselective syntheses of helicenes and helicene-like molecules by transition metal-mediated [2 + 2 + 2] cycloadditions, see:"},{"key":"ref12\/cit12a","doi-asserted-by":"crossref","first-page":"1993","DOI":"10.1016\/S0040-4039(99)00099-4","volume":"40","author":"Star\u00e1 I. G.","year":"1999","journal-title":"Tetrahedron Lett."},{"key":"ref12\/cit12b","doi-asserted-by":"crossref","first-page":"5193","DOI":"10.1021\/jo034369t","volume":"68","author":"Tepl\u00fd F.","year":"2003","journal-title":"J. Org. Chem."},{"key":"ref12\/cit12c","doi-asserted-by":"crossref","first-page":"2466","DOI":"10.1002\/adsc.200600319","volume":"348","author":"Caeiro J.","year":"2006","journal-title":"Adv. Synth. Catal."},{"key":"ref12\/cit12d","doi-asserted-by":"crossref","first-page":"12078","DOI":"10.1021\/ja074914y","volume":"129","author":"Tanaka K.","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref12\/cit12dd","unstructured":"See also ref8."},{"key":"ref13\/cit13","unstructured":"For a recent review of helicene synthesis, see:"},{"key":"ref13\/cit13a","doi-asserted-by":"crossref","first-page":"3986","DOI":"10.1002\/anie.200301667","volume":"42","author":"Urbano A.","year":"2003","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref14\/cit14","unstructured":"Nonphotochemical syntheses of higher order (\u2265[8]) helicenes or helicene-like molecules have been reported in a limited number; see:"},{"key":"ref14\/cit14a","doi-asserted-by":"crossref","first-page":"302","DOI":"10.1021\/jo9817570","volume":"64","author":"Fox J. M.","year":"1999","journal-title":"J. Org. Chem."},{"key":"ref14\/cit14b","doi-asserted-by":"crossref","first-page":"7447","DOI":"10.1021\/ja015988r","volume":"123","author":"Norsten T. B.","year":"2001","journal-title":"J. Am. Chem. Soc."},{"key":"ref14\/cit14c","doi-asserted-by":"crossref","first-page":"3223","DOI":"10.1002\/1521-3773(20020902)41:17<3223::AID-ANIE3223>3.0.CO;2-G","volume":"41","author":"Han S.","year":"2002","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref14\/cit14d","doi-asserted-by":"crossref","first-page":"3227","DOI":"10.1002\/1521-3773(20020902)41:17<3227::AID-ANIE3227>3.0.CO;2-T","volume":"41","author":"Han S.","year":"2002","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref14\/cit14e","doi-asserted-by":"crossref","first-page":"13806","DOI":"10.1021\/ja055414c","volume":"127","author":"Miyasaka M.","year":"2005","journal-title":"J. Am. Chem. Soc."},{"key":"ref14\/cit14f","doi-asserted-by":"crossref","first-page":"13169","DOI":"10.1073\/pnas.0902612106","volume":"106","author":"Sehnal P.","year":"2009","journal-title":"Proc. Natl. Acad. Sci. U.S.A."},{"key":"ref15\/cit15","unstructured":"For selected examples, see:"},{"key":"ref15\/cit15a","doi-asserted-by":"crossref","first-page":"1072","DOI":"10.1002\/chem.200801904","volume":"15","author":"Adriaenssens L.","year":"2009","journal-title":"Chem.\u2014Eur. J."},{"key":"ref15\/cit15b","doi-asserted-by":"crossref","first-page":"3183","DOI":"10.1021\/ja809396f","volume":"131","author":"Graule S.","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"ref15\/cit15c","doi-asserted-by":"crossref","first-page":"9708","DOI":"10.1002\/anie.200803338","volume":"47","author":"Takenaka N.","year":"2008","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref15\/cit15d","doi-asserted-by":"crossref","first-page":"3188","DOI":"10.1002\/anie.200705463","volume":"47","author":"Misek J.","year":"2008","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref15\/cit15e","doi-asserted-by":"crossref","first-page":"7136","DOI":"10.1002\/anie.200502855","volume":"44","author":"Nakano K.","year":"2005","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref15\/cit15f","doi-asserted-by":"crossref","first-page":"7272","DOI":"10.1021\/ja050190j","volume":"127","author":"Wigglesworth T. J.","year":"2005","journal-title":"J. Am. Chem. Soc."},{"key":"ref15\/cit15g","doi-asserted-by":"crossref","first-page":"11899","DOI":"10.1021\/ja011706b","volume":"123","author":"Phillips K. E. S.","year":"2001","journal-title":"J. Am. Chem. Soc."}],"container-title":["Organic Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/ol100227k","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,3,16]],"date-time":"2023-03-16T09:38:56Z","timestamp":1678959536000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/ol100227k"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2010,2,24]]},"references-count":72,"journal-issue":{"issue":"6","published-print":{"date-parts":[[2010,3,19]]}},"alternative-id":["10.1021\/ol100227k"],"URL":"https:\/\/doi.org\/10.1021\/ol100227k","relation":{},"ISSN":["1523-7060","1523-7052"],"issn-type":[{"value":"1523-7060","type":"print"},{"value":"1523-7052","type":"electronic"}],"subject":[],"published":{"date-parts":[[2010,2,24]]}}}