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Volumn 5, Issue 18, 2003, Pages 3317-3319

Sonogashira coupling using bulky palladium-phenanthryl imidazolium carbene catalysis

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE DERIVATIVE; BROMIDE; CARBENOID; IMIDAZOLE DERIVATIVE; IODIDE; PALLADIUM COMPLEX; PHENANTHRENE DERIVATIVE; POTASSIUM DERIVATIVE;

EID: 0141856212     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol035147k     Document Type: Article
Times cited : (124)

References (34)
  • 2
    • 0000509322 scopus 로고
    • B. M.; Fleming, I., Eds.: Pergamon Press: New York
    • (b) Sonogashira, K. In Comprehensive Organic Synthesis Trost, B. M.; Fleming, I., Eds.: Pergamon Press: New York, 1991; Vol. 3, p 521.
    • (1991) Comprehensive Organic Synthesis Trost , vol.3 , pp. 521
    • Sonogashira, K.1
  • 17
    • 0000078839 scopus 로고    scopus 로고
    • For previous NHC-catalyzed Sonogashira reactions, see: (a) McGuiness, D. S.; Cavell, K. J. Organometallics 2000, 19, 741. (b) Batey, R. A.; Shen, M.; Lough, A. J. Org. Lett. 2002, 4, 1411. (c) Hukuyama, T.; Shinmen, M.; Nishitani, S.; Sato, M.; Ryu, I. Org. Lett. 2002, 4, 1691.
    • (2000) Organometallics , vol.19 , pp. 741
    • McGuiness, D.S.1    Cavell, K.J.2
  • 18
    • 0000759864 scopus 로고    scopus 로고
    • For previous NHC-catalyzed Sonogashira reactions, see: (a) McGuiness, D. S.; Cavell, K. J. Organometallics 2000, 19, 741. (b) Batey, R. A.; Shen, M.; Lough, A. J. Org. Lett. 2002, 4, 1411. (c) Hukuyama, T.; Shinmen, M.; Nishitani, S.; Sato, M.; Ryu, I. Org. Lett. 2002, 4, 1691.
    • (2002) Org. Lett. , vol.4 , pp. 1411
    • Batey, R.A.1    Shen, M.2    Lough, A.J.3
  • 19
    • 0000621561 scopus 로고    scopus 로고
    • For previous NHC-catalyzed Sonogashira reactions, see: (a) McGuiness, D. S.; Cavell, K. J. Organometallics 2000, 19, 741. (b) Batey, R. A.; Shen, M.; Lough, A. J. Org. Lett. 2002, 4, 1411. (c) Hukuyama, T.; Shinmen, M.; Nishitani, S.; Sato, M.; Ryu, I. Org. Lett. 2002, 4, 1691.
    • (2002) Org. Lett. , vol.4 , pp. 1691
    • Hukuyama, T.1    Shinmen, M.2    Nishitani, S.3    Sato, M.4    Ryu, I.5
  • 30
    • 0032723198 scopus 로고    scopus 로고
    • Ligands 1 and 2 were formed following the known method: Arduengo, A. J. Acc. Chem. Res. 1999, 32, 913.
    • (1999) Acc. Chem. Res. , vol.32 , pp. 913
    • Arduengo, A.J.1
  • 31
    • 0141804040 scopus 로고    scopus 로고
    • note
    • New bis-phenanthryl ligands 3-5 were formed using the method of Arduengo (ref 14) from the corresponding phenanthrylamines. See Supporting Information.
  • 32
    • 0141580898 scopus 로고    scopus 로고
    • note
    • 13C NMR and MS, with the isolated yields indicated, were obtained. See Supporting Information.
  • 33
    • 0001591967 scopus 로고    scopus 로고
    • 2-bridged chloride, Pd-NHC X-ray complex formed from the free unsaturated carbene 2 is known: (a) Viciu, M. S.; Kissling, R. M. ; Stevens, E. D.; Nolan, S. P. Org. Lett. 2002, 4, 2229. For a hindered 2:1 NHC-Pd complex, see: (b) Gstottmayr, C. W. K.; Bohm, V. P. W.; Herdtweck, E.; Grosche, M.; Herrmann, W. R. Angew. Chem., Int. Ed. 2002, 41, 1363.
    • (2002) Org. Lett. , vol.4 , pp. 2229
    • Viciu, M.S.1    Kissling, R.M.2    Stevens, E.D.3    Nolan, S.P.4
  • 34
    • 0037090921 scopus 로고    scopus 로고
    • 2-bridged chloride, Pd-NHC X-ray complex formed from the free unsaturated carbene 2 is known: (a) Viciu, M. S.; Kissling, R. M. ; Stevens, E. D.; Nolan, S. P. Org. Lett. 2002, 4, 2229. For a hindered 2:1 NHC-Pd complex, see: (b) Gstottmayr, C. W. K.; Bohm, V. P. W.; Herdtweck, E.; Grosche, M.; Herrmann, W. R. Angew. Chem., Int. Ed. 2002, 41, 1363.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1363
    • Gstottmayr, C.W.K.1    Bohm, V.P.W.2    Herdtweck, E.3    Grosche, M.4    Herrmann, W.R.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.