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Volumn 71, Issue 19, 2006, Pages 7412-7416

Trimesitylmethylphosphonium cation. Supramolecular stereocontrol and simple enantiomerization mechanism determination

Author keywords

[No Author keywords available]

Indexed keywords

IONS; PHOSPHORUS COMPOUNDS; POSITIVE IONS; SOLUTIONS;

EID: 33748991444     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo061097w     Document Type: Article
Times cited : (31)

References (99)
  • 6
    • 33947087968 scopus 로고
    • and references therein
    • Gust, D.; Mislow, K. J. Am. Chem. Soc. 1973, 95, 1535-1547 and references therein.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 1535-1547
    • Gust, D.1    Mislow, K.2
  • 62
    • 33748994593 scopus 로고    scopus 로고
    • note
    • 3. Cell dimensions and intensities were measured at 200 K on a diffractometer with graphite-monochromated Mo Ka radiation (λ = 0.71073 Å). Of 49644 measured reflections, 24214 were unique and 9272 were observed (|Fo| > 4σ (Fo)). Data were corrected for Lorentz and polarization effects and for absorption: R = 0.044, ωR = 0.042, S = 1.28(2), Flack parameter x = 0.06(10). Both ion pairs of the asymmetric unit are similar. CCDC-297893 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, U.K. Fax: (+ 44) 1223-336-033 or deposit@ccdc.cam.ac.uk).
  • 63
    • 33749004295 scopus 로고    scopus 로고
    • note
    • No evidence has so far been found to demonstrate the predominance of this relative configuration in solution. Configuration assignment of 1 by circular dichroism analysis of salts [1][Δ-2] and [1][Δ-3] could not be readily achieved because of the presence of the CD-active anions and of the aromatic solvent.
  • 64
    • 33748989292 scopus 로고    scopus 로고
    • note
    • -]), this being possibly the result of charge-assisted C-H⋯O interactions. On the contrary, a high field shift is observed for the minor diastereomer.
  • 91
    • 33749033385 scopus 로고    scopus 로고
    • note
    • exchange.
  • 92
    • 33748997974 scopus 로고    scopus 로고
    • note
    • exchange is thus undefined.
  • 93
    • 33749035317 scopus 로고    scopus 로고
    • note
    • enantio.
  • 94
    • 33748997697 scopus 로고    scopus 로고
    • note
    • TRISPHAT 2 is the better NMR chiral solvating agent and, at the same time, the less effective asymmetry-inducing moiety. As such, it is more effective for the kinetic mechanistic analysis.
  • 95
    • 33749021391 scopus 로고    scopus 로고
    • note
    • exchange on the very same proton spectra as to minimize the temperature error which would have been, otherwise, not negligible.
  • 96
    • 33749005692 scopus 로고    scopus 로고
    • note
    • exchange value is in perfect agreement with previous experiments (see ref 7).
  • 97
    • 33749026115 scopus 로고    scopus 로고
    • note
    • Unlike in the organometallic phosphane chemistry, an eventual dissociation-association enantiomerization pathway can essentially be ruled out.
  • 99
    • 33749024769 scopus 로고    scopus 로고
    • note
    • maj and min identify signals from the major and minor conformers, respectively.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.