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The Synthesis of Rigid Polycyclic Structures for the Study of Diatropic or Steric Effects of a Phenyl Ring on CF Bond

dc.citation.epage12794en_US
dc.citation.issue24en_US
dc.citation.spage12790en_US
dc.citation.volume78en_US
dc.citation.woscount1
dc.contributor.authorChang, Yung-Yuen_US
dc.contributor.authorHo, I-Tingen_US
dc.contributor.authorHo, Tse-Loken_US
dc.contributor.authorChung, Wen-Shengen_US
dc.contributor.department應用化學系zh_TW
dc.contributor.departmentDepartment of Applied Chemistryen_US
dc.date.accessioned2014-12-08T15:34:02Z
dc.date.available2014-12-08T15:34:02Z
dc.date.issued2013-12-20en_US
dc.description.abstractPolycyclic compounds 1a-c were synthesized to study the diatropic effects of a flanking phenyl ring on nearby CH and CF bonds. F-19 NMR spectra of 1b and 1c were strongly deshielded compared with those of the ring-opened compounds 3b, 7b, and 7c. DMol3 calculations on 1a-c provided quantitative bond lengths and torsional angles to support the conclusion that the downfield shifts in the F-19 NMR spectra are mainly due to steric interactions between the CF bonds and the pi clouds of the phenyl ring(s).en_US
dc.identifier.doi10.1021/jo402154fen_US
dc.identifier.issn0022-3263en_US
dc.identifier.journalJOURNAL OF ORGANIC CHEMISTRYen_US
dc.identifier.urihttp://dx.doi.org/10.1021/jo402154fen_US
dc.identifier.urihttps://ir.lib.nycu.edu.tw/handle/11536/23406
dc.identifier.wosnumberWOS:000329077900048
dc.language.isoen_USen_US
dc.titleThe Synthesis of Rigid Polycyclic Structures for the Study of Diatropic or Steric Effects of a Phenyl Ring on CF Bonden_US
dc.typeArticleen_US

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