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Volumn 59, Issue 39, 2003, Pages 7681-7693

[(Diphenoxyphosphinyl)methylidene]triphenylphosphorane - The double P +-stabilised carbanion: A crystallographic, computational and solution NMR comparative study on the ylidic bonding

Author keywords

Hyperconjugation; Hypervalent elements; Resonance; Theoretical studies

Indexed keywords

PHOSPHORANE DERIVATIVE; UNCLASSIFIED DRUG; [(DIPHENOXYPHOSPHINYL)METHYLIDINE]TRIPHENYLPHOSPHORANE;

EID: 0042260796     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2003.08.008     Document Type: Article
Times cited : (16)

References (104)
  • 4
    • 1542690351 scopus 로고
    • (a) Engel R. Chem. Rev. 77:1977;349-367.
    • (1977) Chem. Rev. , vol.77 , pp. 349-367
    • Engel, R.1
  • 5
    • 0002137235 scopus 로고
    • The Use of Carbon-Phosphorus Analogue Compounds in the Regulation of Biological Processes
    • R. Engel. New York: Marcel Dekker
    • (b) Engel R. The Use of Carbon-Phosphorus Analogue Compounds in the Regulation of Biological Processes. Engel R. Handbook of Organophosphorus Chemistry. 1992;559-600 Marcel Dekker, New York.
    • (1992) Handbook of Organophosphorus Chemistry , pp. 559-600
    • Engel, R.1
  • 17
    • 0027262421 scopus 로고
    • See for example: (a)
    • See for example: (a) Prisbe E.J., Martin J.C., McGee D.P.C., Barker M.F., Smee D.F., Duke A.E., Matthews T.R., Verheyden J.P.H. J. Med. Chem. 29:1986;671-675 (b) Harnden M.R., Parkin A., Parratt M.J., Perkins R.M. J. Med. Chem. 36:1993;1343-1355.
    • (1993) J. Med. Chem. , vol.36 , pp. 1343-1355
    • Harnden, M.R.1    Parkin, A.2    Parratt, M.J.3    Perkins, R.M.4
  • 18
    • 85031080748 scopus 로고    scopus 로고
    • 2
    • 2.
  • 22
    • 85031075443 scopus 로고    scopus 로고
    • Presented in part at (a) 3rd International Conference on Crystallography and Drug Design (CDD'01): Łódź, 31.08-3.09.2001; Proceedings, p 40. (b) 4th Polish Symposium of the Heteroorganic Chemistry Section of the Polish Chemical Society: Łódź, 23.11.2001; Abstracts, P-28
    • (a) Presented in part at (a) 3rd International Conference on Crystallography and Drug Design (CDD'01): Łódź, 31.08-3.09.2001; Proceedings, p 40. (b) 4th Polish Symposium of the Heteroorganic Chemistry Section of the Polish Chemical Society: Łódź, 23.11.2001; Abstracts, P-28.
  • 24
    • 0003626513 scopus 로고    scopus 로고
    • Version October; Cambridge Crystallographic Data Centre: 12 Union Road, Cambridge, CB2 1EZ, UK
    • (b) Cambridge Structural Database System, Version October 2001; Cambridge Crystallographic Data Centre: 12 Union Road, Cambridge, CB2 1EZ, UK.
    • (2001) Cambridge Structural Database System
  • 27
    • 0000540256 scopus 로고
    • and refs therein
    • Gilheany D.G. Chem. Rev. 94:1994;1339-1374. and refs therein.
    • (1994) Chem. Rev. , vol.94 , pp. 1339-1374
    • Gilheany, D.G.1
  • 30
    • 85031070976 scopus 로고    scopus 로고
    • 12c for structures with reported R-factor <0.05 and the mean estimated standard deviation of the C-C bond lengths ≤0.005 Å; 39 refcodes and 46 or 138 (3×46) values of geometrical parameters
    • 12c for structures with reported R-factor <0.05 and the mean estimated standard deviation of the C-C bond lengths ≤0.005 Å; 39 refcodes and 46 or 138 (3×46) values of geometrical parameters.
  • 36
    • 0000770966 scopus 로고
    • and refs therein
    • Bachrach S.M. J. Org. Chem. 57:1992;4367-4373. and refs therein.
    • (1992) J. Org. Chem. , vol.57 , pp. 4367-4373
    • Bachrach, S.M.1
  • 38
    • 85031070782 scopus 로고    scopus 로고
    • 12c R-factor <0.07, 10 refcodes with 11 unique fragments
    • 12c R-factor <0.07, 10 refcodes with 11 unique fragments.
  • 43
  • 57
    • 85031071188 scopus 로고    scopus 로고
    • This general idea was suggested by one of referees
    • This general idea was suggested by one of referees.
  • 63
    • 85031084574 scopus 로고    scopus 로고
    • 29
    • 29.
  • 75
    • 85031083559 scopus 로고    scopus 로고
    • 46
    • 46.
  • 80
    • 85031067535 scopus 로고    scopus 로고
    • PγHβ of 3-4 Hz)
    • PγHβ of 3-4 Hz).
  • 86
    • 85031073055 scopus 로고    scopus 로고
    • note
    • 2 plane in 10 is bent 28° out of plane, but no details of calculations were given.
  • 88
    • 26744441129 scopus 로고
    • and previous papers in this series
    • (b) Taylor P.J. Spectrochim. Acta. 34A:1978;115-116.
    • (1978) Spectrochim. Acta , vol.34 A , pp. 115-116
    • Taylor, P.J.1
  • 89
    • 85031079332 scopus 로고    scopus 로고
    • in Ref. 2
    • Dixon, D. A. in Ref. 2, pp 11-40.
    • Dixon, D.A.1
  • 95
    • 0003537833 scopus 로고
    • Hypercube, Inc., Waterloo: Ontario, Canada N2L 3X2, May
    • HyperChem for Windows, Release 4.5; Hypercube, Inc., Waterloo: Ontario, Canada N2L 3X2, May 1995.
    • (1995) HyperChem for Windows, Release 4.5
  • 96
    • 0004229175 scopus 로고
    • Molecular Structure Corporation, 3200 Research Forest Drive: The Woodlands, TX 77381, USA
    • MSC/AFC Diffractometer Control Software, Molecular Structure Corporation, 3200 Research Forest Drive: The Woodlands, TX 77381, USA, 1989.
    • (1989) MSC/AFC Diffractometer Control Software
  • 97
    • 85022473345 scopus 로고    scopus 로고
    • Molecular Structure Corporation, 3200 Research Forest Drive: The Woodlands, TX 77381, USA
    • TEXSAN, Single Crystal Structure Analysis Software, Version 5.0; Molecular Structure Corporation, 3200 Research Forest Drive: The Woodlands, TX 77381, USA.
    • TEXSAN, Single Crystal Structure Analysis Software, Version 5.0
  • 102
    • 0002676329 scopus 로고
    • ORTEX PC Windows version 3.1a
    • Burnett, M. N.; Johnson, C. K. ORTEP III, Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations; Report ORNL-6895; Oak Ridge National Laboratory: Oak Ridge, TN, USA; 1996. (b) McArdle P. ORTEX PC Windows version 3.1a. J. Appl. Crystallogr. 28:1995;65-65.
    • (1995) J. Appl. Crystallogr. , vol.28 , pp. 65-65
    • McArdle, P.1
  • 104
    • 85031077539 scopus 로고    scopus 로고
    • Listing of all data (without structure factors) can be obtained in CIF format, free of charge, on application to CCDC: 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk
    • Listing of all data (without structure factors) can be obtained in CIF format, free of charge, on application to CCDC: 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.