메뉴 건너뛰기




Volumn 2, Issue 12, 1996, Pages 1596-1606

Isolation of transmetalation intermediates in the Stille cross-coupling reaction of stannanes: Synthesis of palladacycles, ligand substitution, and insertion reactions

Author keywords

Organostannanes; Palladacycles; Palladium complexes; Stille reaction; Transmetalation

Indexed keywords

ORGANOSTANNANES; PALLADACYCLES; PALLADIUM COMPLEXES; STILLE REACTIONS; TRANSMETALATION;

EID: 0003316397     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.19960021219     Document Type: Article
Times cited : (54)

References (113)
  • 2
    • 0003625966 scopus 로고
    • Chapt. 3.4 (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford
    • V. Farina, Chapt. 3.4 in Comprehensive Organometallic Chemistry II, Vol 12 (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford, 1995.
    • (1995) Comprehensive Organometallic Chemistry II , vol.12
    • Farina, V.1
  • 7
    • 2042507954 scopus 로고
    • For a recent review, see
    • For a recent review, see: N. Miyaura, A. Suzuki, Chem. Rev. 1995, 95, 2457.
    • (1995) Chem. Rev. , vol.95 , pp. 2457
    • Miyaura, N.1    Suzuki, A.2
  • 14
    • 0003565155 scopus 로고
    • Chapt. 9 (Eds. F. R. Hartley, S. Patai), Wiley, Chichester
    • J. K. Stille, Chapt. 9 in The Chemistry of the Metal-Carbon Bond, Vol 2 (Eds. F. R. Hartley, S. Patai), Wiley, Chichester, 1985.
    • (1985) The Chemistry of the Metal-Carbon Bond , vol.2
    • Stille, J.K.1
  • 15
    • 0001606053 scopus 로고
    • 0 complexes of relevance to the Stille and related reactions, see
    • 0 complexes of relevance to the Stille and related reactions, see: a) C. Amatore, A. Jutand, A. Suarez, J. Am. Chem. Soc. 1993, 115, 9531;
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 9531
    • Amatore, C.1    Jutand, A.2    Suarez, A.3
  • 28
    • 0029979566 scopus 로고    scopus 로고
    • For the coupling of organostannanes with organic iodides mediated by copper, see
    • For the coupling of organostannanes with organic iodides mediated by copper, see: G. D. Allred, L. S. Liebeskind, J. Am. Chem. Soc. 1996, 118, 2748.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 2748
    • Allred, G.D.1    Liebeskind, L.S.2
  • 29
    • 0346265937 scopus 로고
    • Chapt. 5 (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford
    • A. J. Canty, Chapt. 5 in Comprehensive Organometallic Chemistry II, Vol 9 (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford, 1995.
    • (1995) Comprehensive Organometallic Chemistry II , vol.9
    • Canty, A.J.1
  • 30
    • 33847803880 scopus 로고
    • 2X] by transmetalation with Grignard reagents, see
    • 2X] by transmetalation with Grignard reagents, see: G. W. Parshall, J. Am. Chem. Soc. 1974, 96, 2360.
    • (1974) J. Am. Chem. Soc. , vol.96 , pp. 2360
    • Parshall, G.W.1
  • 31
    • 0039926750 scopus 로고
    • For the observation of intermediates in the Suzuki coupling by electrospray mass spectrometry, see
    • For the observation of intermediates in the Suzuki coupling by electrospray mass spectrometry, see: A. O. Aliprantis, J. W. Canary, J. Am. Chem. Soc. 1994, 116, 6985.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 6985
    • Aliprantis, A.O.1    Canary, J.W.2
  • 43
    • 5544230883 scopus 로고
    • For a synthesis of a different type of palladacycles based on a transmetalation facilitated by chelation, see
    • For a synthesis of a different type of palladacycles based on a transmetalation facilitated by chelation, see: H. Nishiyama, M. Matsumoto, T. Matsukura, R. Miura, K. Itoh, Organometallics 1985, 4, 1911.
    • (1985) Organometallics , vol.4 , pp. 1911
    • Nishiyama, H.1    Matsumoto, M.2    Matsukura, T.3    Miura, R.4    Itoh, K.5
  • 52
    • 0001056659 scopus 로고
    • For a related process leading to benzocyclobutene derivatives, see
    • For a related process leading to benzocyclobutene derivatives, see: G. Dyker, Angew. Chem. 1994, 106, 117;
    • (1994) Angew. Chem. , vol.106 , pp. 117
    • Dyker, G.1
  • 61
    • 7044235263 scopus 로고    scopus 로고
    • For recent reviews of sequential transformations in organic synthesis, see
    • For recent reviews of sequential transformations in organic synthesis, see: a) L. F. Tietze, Chem. Rev. 1996, 96, 115;
    • (1996) Chem. Rev. , vol.96 , pp. 115
    • Tietze, L.F.1
  • 93
    • 84891527169 scopus 로고
    • Chem. Abstr. 1992, 116, 21 223.
    • (1992) Chem. Abstr. , vol.116 , pp. 21223
  • 96
    • 0004221233 scopus 로고
    • For a review on the coordination chemistry of dppf, see: (Eds.: A. Togni, T. Hayashi), VCH, Weinheim
    • For a review on the coordination chemistry of dppf, see: K.-S. Gan, T. S. A. Hor in Ferrocenes (Eds.: A. Togni, T. Hayashi), VCH, Weinheim, 1995.
    • (1995) Ferrocenes
    • Gan, K.-S.1    Hor, T.S.A.2
  • 98
    • 84891504220 scopus 로고    scopus 로고
    • note
    • 2-coordinated to palladium(II).
  • 100
    • 0000728835 scopus 로고
    • For recent lead references on the insertion of isocyanides into Pd-C bonds, see: and references therein
    • For recent lead references on the insertion of isocyanides into Pd-C bonds, see: a) Y. Yamamoto, T. Tanase, T. Yanai, T. Asano, K. Kobayashi, J. Organomet. Chem. 1993, 456, 287, and references therein;
    • (1993) J. Organomet. Chem. , vol.456 , pp. 287
    • Yamamoto, Y.1    Tanase, T.2    Yanai, T.3    Asano, T.4    Kobayashi, K.5
  • 103
    • 84891554418 scopus 로고    scopus 로고
    • 2] has been successful: unpublished results
    • 2] has been successful: C. Fernández-Rivas, C. Mateo, unpublished results.
    • Fernández-Rivas, C.1    Mateo, C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.