메뉴 건너뛰기




Volumn , Issue 6, 2003, Pages 963-966

A good bargain: An inexpensive, air-stable ruthenium metathesis catalyst derived from α-asarone

Author keywords

Homogeneous catalysis; Metathesis; Olefins; Ruthenium

Indexed keywords

ALPHA ASARONE; CARBENE; FUNCTIONAL GROUP; RUTHENIUM;

EID: 0037355464     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200390151     Document Type: Article
Times cited : (92)

References (44)
  • 2
    • 0000785058 scopus 로고    scopus 로고
    • [1b] A. Fürstner, Angew. Chem. 2000, 112, 3140-3172; Angew. Chem. Int. Ed. 2000, 39, 3012-3043.
    • (2000) Angew. Chem. , vol.112 , pp. 3140-3172
    • Fürstner, A.1
  • 3
    • 0001399412 scopus 로고    scopus 로고
    • [1b] A. Fürstner, Angew. Chem. 2000, 112, 3140-3172; Angew. Chem. Int. Ed. 2000, 39, 3012-3043.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3012-3043
  • 5
    • 0000063152 scopus 로고    scopus 로고
    • [1d] M. Schuster, S. Blechert, Angew. Chem. 1997, 109, 2124-2144; Angew. Chem. Int. Ed. Engl. 1997, 36, 2037-2056.
    • (1997) Angew. Chem. , vol.109 , pp. 2124-2144
    • Schuster, M.1    Blechert, S.2
  • 6
    • 0000755941 scopus 로고    scopus 로고
    • [1d] M. Schuster, S. Blechert, Angew. Chem. 1997, 109, 2124-2144; Angew. Chem. Int. Ed. Engl. 1997, 36, 2037-2056.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2037-2056
  • 9
    • 0000402646 scopus 로고    scopus 로고
    • [1g] M. E. Maier, Angew. Chem. 2000, 112, 2153-2157; Angew. Chem. Int. Ed. 2000, 39, 2073-2077.
    • (2000) Angew. Chem. , vol.112 , pp. 2153-2157
    • Maier, M.E.1
  • 10
    • 0034674322 scopus 로고    scopus 로고
    • [1g] M. E. Maier, Angew. Chem. 2000, 112, 2153-2157; Angew. Chem. Int. Ed. 2000, 39, 2073-2077.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 2073-2077
  • 13
    • 0001075235 scopus 로고    scopus 로고
    • For a comprehensive survey of N-heterocyclic carbenes, see: [3a] W. A. Herrmann, Angew. Chem. 2002, 114, 1342-1363; Angew. Chem. Int. Ed. 2002, 41, 1290-1309. [3b] D. Bourissou, O. Guerret, F. P. Gabbai, G. Bertrand, Chem. Rev. 2000, 100, 39-91. [3b] A. J. A. Arduengo, Acc. Chem. Res. 1999, 32, 913-921.
    • (2002) Angew. Chem. , vol.114 , pp. 1342-1363
    • Herrmann, W.A.1
  • 14
    • 0037090932 scopus 로고    scopus 로고
    • For a comprehensive survey of N-heterocyclic carbenes, see: [3a] W. A. Herrmann, Angew. Chem. 2002, 114, 1342-1363; Angew. Chem. Int. Ed. 2002, 41, 1290-1309. [3b] D. Bourissou, O. Guerret, F. P. Gabbai, G. Bertrand, Chem. Rev. 2000, 100, 39-91. [3b] A. J. A. Arduengo, Acc. Chem. Res. 1999, 32, 913-921.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1290-1309
  • 15
    • 0002138516 scopus 로고    scopus 로고
    • For a comprehensive survey of N-heterocyclic carbenes, see: [3a] W. A. Herrmann, Angew. Chem. 2002, 114, 1342-1363; Angew. Chem. Int. Ed. 2002, 41, 1290-1309. [3b] D. Bourissou, O. Guerret, F. P. Gabbai, G. Bertrand, Chem. Rev. 2000, 100, 39-91. [3b] A. J. A. Arduengo, Acc. Chem. Res. 1999, 32, 913-921.
    • (2000) Chem. Rev. , vol.100 , pp. 39-91
    • Bourissou, D.1    Guerret, O.2    Gabbai, F.P.3    Bertrand, G.4
  • 16
    • 0032723198 scopus 로고    scopus 로고
    • For a comprehensive survey of N-heterocyclic carbenes, see: [3a] W. A. Herrmann, Angew. Chem. 2002, 114, 1342-1363; Angew. Chem. Int. Ed. 2002, 41, 1290-1309. [3b] D. Bourissou, O. Guerret, F. P. Gabbai, G. Bertrand, Chem. Rev. 2000, 100, 39-91. [3b] A. J. A. Arduengo, Acc. Chem. Res. 1999, 32, 913-921.
    • (1999) Acc. Chem. Res. , vol.32 , pp. 913-921
    • Arduengo, A.J.A.1
  • 18
    • 0032476166 scopus 로고    scopus 로고
    • [4a] W. A. Herrmann, M. Speigler, W. C. Schattenmann, T. Westcamp, Angew. Chem. 1998, 110, 2631-2633; Angew. Chem. Int. Ed. 1998, 37, 2490-2993.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2490-2993
  • 25
    • 0035801862 scopus 로고    scopus 로고
    • [5a] For a recent example from our laboratory, see: K. Grela, M. Bieniek, Tetrahedron Lett. 2001, 42, 6425-6428. [5b] K. Grela, M. Tryznowski, M. Bieniek, Tetrahedron Lett. 2002, 43, 9055-9059. [5c] For screening of the catalytic performance of Ru- and Mo-based catalysts in cross-metathesis reactions of αβ-unsaturated sulfones and sulfoxides, see: A. Michrowska, M. Bieniek, M. Kim, R. Klajn, K. Grela, Tetrahedron submitted.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 6425-6428
    • Grela, K.1    Bieniek, M.2
  • 26
    • 0037049171 scopus 로고    scopus 로고
    • [5a] For a recent example from our laboratory, see: K. Grela, M. Bieniek, Tetrahedron Lett. 2001, 42, 6425-6428. [5b] K. Grela, M. Tryznowski, M. Bieniek, Tetrahedron Lett. 2002, 43, 9055-9059. [5c] For screening of the catalytic performance of Ru- and Mo-based catalysts in cross-metathesis reactions of αβ-unsaturated sulfones and sulfoxides, see: A. Michrowska, M. Bieniek, M. Kim, R. Klajn, K. Grela, Tetrahedron submitted.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 9055-9059
    • Grela, K.1    Tryznowski, M.2    Bieniek, M.3
  • 27
    • 0035801862 scopus 로고    scopus 로고
    • submitted
    • [5a] For a recent example from our laboratory, see: K. Grela, M. Bieniek, Tetrahedron Lett. 2001, 42, 6425-6428. [5b] K. Grela, M. Tryznowski, M. Bieniek, Tetrahedron Lett. 2002, 43, 9055-9059. [5c] For screening of the catalytic performance of Ru- and Mo-based catalysts in cross-metathesis reactions of αβ-unsaturated sulfones and sulfoxides, see: A. Michrowska, M. Bieniek, M. Kim, R. Klajn, K. Grela, Tetrahedron submitted.
    • Tetrahedron
    • Michrowska, A.1    Bieniek, M.2    Kim, M.3    Klajn, R.4    Grela, K.5
  • 33
  • 34
    • 0036495319 scopus 로고    scopus 로고
    • [8a] H. Wakamatsu, S. Blechert, Angew. Chem. 2002, 114, 832-834; Angew. Chem. Int. Ed. 2002, 41, 794-796.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 794-796
  • 35
    • 0001174034 scopus 로고    scopus 로고
    • [8b] H. Wakamatsu, S. Blechert, Angew. Chem. 2002, 114, 2509-2511; Angew. Chem. Int. Ed. 2002, 41, 2403-2405.
    • (2002) Angew. Chem. , vol.114 , pp. 2509-2511
    • Wakamatsu, H.1    Blechert, S.2
  • 36
    • 0037007937 scopus 로고    scopus 로고
    • [8b] H. Wakamatsu, S. Blechert, Angew. Chem. 2002, 114, 2509-2511; Angew. Chem. Int. Ed. 2002, 41, 2403-2405.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 2403-2405
  • 37
    • 0012835025 scopus 로고    scopus 로고
    • note
    • Extensive studies described in ref. 8a and 8b suggest that steric bulk adjacent to the chelating isopropoxy moiety of 4 and 5 is the crucial factor securing the unusually high activity of these complexes.
  • 39
    • 0037021049 scopus 로고    scopus 로고
    • K. Grela, S. Harutyunyan, A. Michrowska, Angew. Chem. 2002, 114, 4210-4212; Angew. Chem. Int. Ed. 2002, 41, 4038-4040.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4038-4040
  • 40
    • 0012771193 scopus 로고    scopus 로고
    • note
    • The ruthenium carbene 7 can be prepared in similar yield (96%) from the isomeric β-asarone, -6. Taking into account, however, the lower price and higher purity of the commercial material, the use of the (E)-isomer is preferred. The asarones are available from Fluka AG.
  • 41
    • 0012877349 scopus 로고    scopus 로고
    • note
    • Catalysts 1a and 1b are available from Aldrich Chemical Co.
  • 44
    • 0012773299 scopus 로고    scopus 로고
    • note
    • Phoshane-free complex 2b is now available from Aldrich Chemical Co.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.