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Volumn 70, Issue 9, 2005, Pages 3716-3719

Light, medium, and heavy fluorous triarylphosphines exhibit comparable reactivities to triphenylphosphine in typical reactions of triarylphosphines

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; CHEMICAL ANALYSIS; CHEMICAL BONDS; OXIDATION;

EID: 17744394873     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo050116j     Document Type: Article
Times cited : (28)

References (35)
  • 2
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    • Curran, D. P. In ref 1, pp 101-127
    • (a) Curran, D. P. In ref 1, pp 101-127.
  • 3
    • 17744396878 scopus 로고    scopus 로고
    • Curran, D. P. In ref 1, pp 128-156
    • (b) Curran, D. P. In ref 1, pp 128-156.
  • 4
    • 0037835827 scopus 로고    scopus 로고
    • (c) Zhang, W. Tetrahedron 2003, 59, 4475-4489.
    • (2003) Tetrahedron , vol.59 , pp. 4475-4489
    • Zhang, W.1
  • 5
    • 10844297488 scopus 로고    scopus 로고
    • (d) Zhang, W. Arkivoc 2004, 101-109.
    • (2004) Arkivoc , pp. 101-109
    • Zhang, W.1
  • 6
    • 2942545969 scopus 로고    scopus 로고
    • (e) Zhang, W. Chem. Rev. 2004, 104, 2531-2556.
    • (2004) Chem. Rev. , vol.104 , pp. 2531-2556
    • Zhang, W.1
  • 7
    • 17744385917 scopus 로고    scopus 로고
    • Gladysz, J. A. In ref 1, pp 41-55
    • (a) Gladysz, J. A. In ref 1, pp 41-55.
  • 11
    • 17744364451 scopus 로고    scopus 로고
    • Dandapani, S. In ref 1, pp 175-181
    • (a) Brief review: Dandapani, S. In ref 1, pp 175-181.
  • 14
    • 17744383540 scopus 로고    scopus 로고
    • Ph.D. Thesis, University of Pittsburgh
    • (d) Zhang, Q. Ph.D. Thesis, University of Pittsburgh, 2003.
    • (2003)
    • Zhang, Q.1
  • 17
    • 17744371298 scopus 로고    scopus 로고
    • Ph.D. Thesis, University of Freiburg
    • 2 in THF as 1d and triphenylphosphine.
    • (2000)
    • Schenider, S.1
  • 18
    • 17744379343 scopus 로고    scopus 로고
    • Fluorous phosphines were purchased from Fluorous Technologies, Inc. (www.fluorous.com). D.P.C. holds an equity interest in this company.
  • 19
    • 17744385098 scopus 로고    scopus 로고
    • note
    • Errors in these experiments could arise from differences in relaxation times or solubility. A long delay (80 s) was used to minimize errors in relaxation times, while additional solvent was added if visible precipitates appeared. Conversions to products were measured relative to the total integration of the four starting phosphines. See the Supporting Information for more details.
  • 20
    • 17744394454 scopus 로고    scopus 로고
    • note
    • 31P NMR spectra for each experiment are provided in the Supporting Information. In all cases, the chemical shifts of products decreased in the following order: 1d > 1c > 1b > 1a.
  • 25
    • 17744382341 scopus 로고
    • Paquette, L. A., Ed.; Wiley: Chichester
    • The structure of intermediate 4 was tentatively assigned by analogy to the known reaction of triphenylphosphine with carbon tetrachloride: (a) Taschner, M. Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; Wiley: Chichester; 1995; Vol. 8, pp 5367-5370.
    • (1995) Encyclopedia of Reagents for Organic Synthesis , vol.8 , pp. 5367-5370
    • Taschner, M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.