메뉴 건너뛰기




Volumn 55, Issue 51, 1999, Pages 14599-14610

Conformational analysis of cationic (R,S)- and (R,R)-(salen)manganese complexes possessing axial chirality as a chiral element based on X-ray crystallography: An explanation of the effect of apical ligand on enantioselection by (salen)manganese catalyst

Author keywords

[No Author keywords available]

Indexed keywords

CATION; LIGAND; MANGANESE; MANGANESE DERIVATIVE;

EID: 0033579635     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00952-7     Document Type: Article
Times cited : (55)

References (55)
  • 3
    • 0002578608 scopus 로고
    • ed by I. Ojima, VCH publishers, Inc., New York
    • c) Jacobsen, E. N. In "Catalytic Asymmetric Synthesis" ed by I. Ojima, VCH publishers, Inc., New York, (1993), pp 159.
    • (1993) Catalytic Asymmetric Synthesis , pp. 159
    • Jacobsen, E.N.1
  • 4
    • 0003625966 scopus 로고
    • Wilkinson, G., Stone, F. G. A., Abel, E. W., and Hegedus, L. S. I., eds., Pergamon Press, New York
    • d) Jacobsen, E. N. In "Comprehensive Organometallics Chemistry II"; Wilkinson, G., Stone, F. G. A., Abel, E. W., and Hegedus, L. S. I., eds.; Vol. 12, Pergamon Press, New York (1995).
    • (1995) Comprehensive Organometallics Chemistry II , vol.12
    • Jacobsen, E.N.1
  • 25
    • 0009511945 scopus 로고
    • Ph.D. thesis, Kyushu University; December
    • Irie, R. Ph.D. thesis, Kyushu University; December 1995.
    • (1995)
    • Irie, R.1
  • 26
    • 0009511946 scopus 로고    scopus 로고
    • note
    • TM.
  • 27
    • 0022419375 scopus 로고
    • The dihedral angles of and the separations between the centroids of the interacting aromatic pairs fall in the range of 30-90° and 4.5-7 Å
    • The dihedral angles of and the separations between the centroids of the interacting aromatic pairs fall in the range of 30-90° and 4.5-7 Å. Burley, S. K.; Petsko, G. A. Science 1985, 229, 23.
    • (1985) Science , vol.229 , pp. 23
    • Burley, S.K.1    Petsko, G.A.2
  • 30
    • 0000114978 scopus 로고
    • The closest contacts between the hydrogen atoms which are generated at the α carbon atoms of the apical epoxides from ideal geometry with C-H 1.10 Å and the carbon atoms of 2″-phenyl groups [respectively, 2.87 Å for (R,S)-2 b and 2.91 Å for (R,R)-2 b] are shorter than the sum of van der Waals radii of hydrogen and carbon atoms
    • The closest contacts between the hydrogen atoms which are generated at the α carbon atoms of the apical epoxides from ideal geometry with C-H 1.10 Å and the carbon atoms of 2″-phenyl groups [respectively, 2.87 Å for (R,S)-2 b and 2.91 Å for (R,R)-2 b] are shorter than the sum of van der Waals radii of hydrogen and carbon atoms. Nishio, M.; Hirota, M. Tetrahedron, 1989, 45, 7201. Jorgensen, W. L.; Severance, D. L. J. Am. Chem. Soc., 1990, 112, 4768.
    • (1989) Tetrahedron , vol.45 , pp. 7201
    • Nishio, M.1    Hirota, M.2
  • 31
    • 0000299809 scopus 로고
    • The closest contacts between the hydrogen atoms which are generated at the α carbon atoms of the apical epoxides from ideal geometry with C-H 1.10 Å and the carbon atoms of 2″-phenyl groups [respectively, 2.87 Å for (R,S)-2 b and 2.91 Å for (R,R)-2 b] are shorter than the sum of van der Waals radii of hydrogen and carbon atoms. Nishio, M.; Hirota, M. Tetrahedron, 1989, 45, 7201. Jorgensen, W. L.; Severance, D. L. J. Am. Chem. Soc., 1990, 112, 4768.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 4768
    • Jorgensen, W.L.1    Severance, D.L.2
  • 32
    • 0009549169 scopus 로고    scopus 로고
    • note
    • The following discussions in this paper are all based on the assumption that the metal-oxo bond is formed at the top face of the complexes. However, since the parent Mn-salen complexes are C2-symmetric, the oxo species having the oxene atom at bottom face are the same ones as the oxo species at top face.
  • 33
    • 0009537559 scopus 로고    scopus 로고
    • note
    • Due to the R,S-nomenclature system, the configuration of the methoxylated binaphthyl unit in 3 is designated to be S but it is the same as the configuration (R) of the non-methoxylated binaphthyl unit in (R,R)-2.
  • 36
    • 0009518041 scopus 로고    scopus 로고
    • note
    • equalorial bond lengths are ca. 1.81Å for cationic Cr(V), ca. 1.84Å for Cr(V)-pyridine N-oxide adduct (reference 27), and ca. 1.90-1.92Å for Cr(III)-salen azide complex (reference 28).
  • 50
    • 0032494425 scopus 로고    scopus 로고
    • See also the references 14
    • e) Fujimura, O. J. Am. Chem. Soc., 1998, 120, 10032. See also the references 14.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 10032
    • Fujimura, O.1
  • 53
    • 0009517167 scopus 로고    scopus 로고
    • note
    • Details of the X-ray crystallographic data for the Mn-salen complexes reported herein are available on request from the Cambridge Crystallographic Data Center, 12 Union Road, Cambridge, CB2 1EZ, U.K.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.