{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,23]],"date-time":"2025-10-23T16:36:47Z","timestamp":1761237407225,"version":"build-2065373602"},"reference-count":80,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2007,1,29]],"date-time":"2007-01-29T00:00:00Z","timestamp":1170028800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry \u0097 An Asian Journal"],"published-print":{"date-parts":[[2007,2,5]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>1,1,1,2,2,4,4,5,5,5\u2010Decafluoro\u20103\u2010phenyl\u20103\u2010pentanol was prepared by a Cannizzaro\u2010type disproportionation reaction, and the dimetallated compound was used as a bidentate ligand, which is bulkier than the Martin ligand (1,1,1,3,3,3\u2010hexafluoro\u20102\u2010phenyl\u20102\u2010propanol). A P\uf8ffH spirophosphorane was synthesized by utilizing the new bidentate ligand, and the structure of the product was essentially the same as that of the P\uf8ffH phosphorane with Martin ligands. Phosphoranes that exhibit reversed apicophilicity (O\u2010equatorial) were also synthesized and could be converted into the corresponding stable stereoisomers (O\u2010apical). The crystal structures of O\u2010equatorial phosphoranes and the O\u2010apical isomers were slightly affected by the steric repulsion of pentafluoroethyl groups. Kinetic measurements revealed that the stereomutation of O\u2010equatorial methylphosphorane to the O\u2010apical isomer was slowed. The activation enthalpy for the stereomutation of the former to the latter was higher than that of the phosphorane with Martin ligands by 5.1\u2005kcal\u2009mol<jats:sup>\u22121<\/jats:sup>.<\/jats:p>","DOI":"10.1002\/asia.200600334","type":"journal-article","created":{"date-parts":[[2007,1,29]],"date-time":"2007-01-29T09:16:42Z","timestamp":1170062202000},"page":"314-323","source":"Crossref","is-referenced-by-count":25,"title":["Synthesis and Application of a Bidentate Ligand Based on Decafluoro\u20103\u2010phenyl\u20103\u2010pentanol: Steric Effect of Pentafluoroethyl Groups on the Stereomutation of O\u2010Equatorial C\u2010Apical Spirophosphoranes"],"prefix":"10.1002","volume":"2","author":[{"given":"Xin\u2010Dong","family":"Jiang","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ken\u2010ichiro","family":"Kakuda","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Shiro","family":"Matsukawa","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hideaki","family":"Yamamichi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Satoshi","family":"Kojima","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yohsuke","family":"Yamamoto","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2007,1,29]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"volume-title":"Chemistry of Hypervalent Compounds","year":"1999","author":"Akiba K.\u2010y.","key":"e_1_2_6_2_2"},{"volume-title":"Pentacoordinated Phosphorus: Structure and Spectroscopy, ACS Monograph\u2005175, 176, Vol.\u2005I, II","year":"1980","author":"Holmes R. 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