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Volumn 45, Issue 44, 2006, Pages 7447-7450

Cyclic carbodiphosphorane-diphosphinocarbene thermal interconversion

Author keywords

Carbenes; Cycloaddition; Density functional calculations; Phosphorus; Ring contraction

Indexed keywords

ADDITION REACTIONS; CARBON; PHOSPHORUS; PROBABILITY DENSITY FUNCTION; THERMODYNAMIC PROPERTIES;

EID: 33751208630     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200603151     Document Type: Article
Times cited : (28)

References (62)
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    • Recent review on ylides and carbodiphosphorane chemistry: a) O. I. Kolodiazhnyi, Tetrahedron 1996, 52, 1855-1929;
    • (1996) Tetrahedron , vol.52 , pp. 1855-1929
    • Kolodiazhnyi, O.I.1
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    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 2598-2601
  • 31
    • 0002846538 scopus 로고
    • Ring contraction of small rings (ring size smaller than five) in carbocation or carbene chemistry is well-known: a) G. A. Olah, V. P. Reddy, G. K. S. Prakash, Chem. Rev. 1992, 92, 69-95;
    • (1992) Chem. Rev. , vol.92 , pp. 69-95
    • Olah, G.A.1    Reddy, V.P.2    Prakash, G.K.S.3
  • 33
    • 20444431969 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 3714-3717;
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 3714-3717
  • 37
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    • [29] CCDC-616067 (2a) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
  • 39
    • 33751246332 scopus 로고    scopus 로고
    • note
    • Even when 2 was exclusively obtained from 1 in the presence of excess benzonitrile (15 equivalents), no trace of the other regioisomers was detected.
  • 40
    • 15044356096 scopus 로고    scopus 로고
    • For reviews on phosphinocarbenes : a) W. Kirmse, Angew. Chem. 2004, 116, 1799-1801;
    • (2004) Angew. Chem. , vol.116 , pp. 1799-1801
    • Kirmse, W.1
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    • Angew. Chem. Int. Ed. 2004, 43, 1767-1769;
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1767-1769
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    • note
    • See the Supporting Information for additional details.
  • 44
    • 33751206065 scopus 로고    scopus 로고
    • note
    • -1 above 2b in the gas phase. It is expected that when R = iPr the regioselectivity will be higher.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.