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The reaction realizes an efficient synthesis of cyclic phosphonium borate compounds. The reaction mechanism via a boranorcaradiene intermediate is proposed based on theoretical calculations. This work sheds light on the new photoreactivity of phosphine\u2013borane FLPs.<\/jats:p>","DOI":"10.1002\/anie.202004444","type":"journal-article","created":{"date-parts":[[2020,4,24]],"date-time":"2020-04-24T15:30:06Z","timestamp":1587742206000},"page":"11913-11917","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":16,"title":["Photo\u2010promoted Skeletal Rearrangement of Phosphine\u2013Borane Frustrated Lewis Pairs Involving Cleavage of Unstrained C\u2212C \u03c3\u2010Bonds"],"prefix":"10.1002","volume":"59","author":[{"given":"Tatsuyoshi","family":"Ito","sequence":"first","affiliation":[{"name":"Department of Chemistry School of Science Tokyo Institute of Technology  O-okayama, Meguro-ku Tokyo 152-8551 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nobuharu","family":"Iwasawa","sequence":"additional","affiliation":[{"name":"Department of Chemistry School of Science Tokyo Institute of Technology  O-okayama, Meguro-ku Tokyo 152-8551 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4582-2521","authenticated-orcid":false,"given":"Jun","family":"Takaya","sequence":"additional","affiliation":[{"name":"Department of Chemistry School of Science Tokyo Institute of Technology  O-okayama, Meguro-ku Tokyo 152-8551 Japan"},{"name":"JST PRESTO  Honcho Kawaguchi Saitama 332-0012 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,5,18]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.8b00561"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00572"},{"key":"e_1_2_2_4_1","unstructured":"Oxidative addition of C\u2212C \u03c3-bonds to transition metals usually requires ring strain or an assistance of directing groups; 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The photoirradiation was carried out using a super high-pressure Hg lump equipped with a band path filter (365\u2005nm) and a cold filter that passes 290\u2013460\u2005nm light."},{"key":"e_1_2_2_49_1","unstructured":"1\u2009ashows absorption bands around 365\u2005nm while2\u2009ahas almost no absorption. 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See the Supporting Information for details."},{"key":"e_1_2_2_71_1","unstructured":"A related migration reaction of an aryl substituent to boron is briefly described in the investigation on the reactivity of an anionic boranorbornadiene derivative; see Ref.\u2005[6b]."},{"key":"e_1_2_2_72_1","unstructured":"No intermediates were observed in time course analyses on the reaction of1\u2009aby NMR and UV\/Vis spectroscopy."},{"key":"e_1_2_2_73_1","unstructured":"A small amount of3\u2009bwas obtained in the photoreaction of1\u2009bto give2\u2009b. This is noted in the caption of Figure\u20053."},{"key":"e_1_2_2_74_1","unstructured":"CCDC\u20051992646 1992647 1992648 1992649 1992650 1992651 1992652 and 1992653(2\u2009a 2\u2009b 2\u2009c 2\u2009d 2\u2009e 2\u2009f 2\u2009g and3\u2009b) contain the supplementary crystallographic data for this paper. 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