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Volumn 18, Issue 16, 1999, Pages 3096-3104

Diastereoselectivity in chiral ruthenium complexes of bidentate bisphosphine monoxide ligands: Controlling epimerization in aldehyde complexes and 16-electron intermediates

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EID: 0000030775     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om981053g     Document Type: Article
Times cited : (75)

References (55)
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    • Some useful modifications of preparations are given by: (a) Visseaux, M.; Dormond, A.; Baudry, D. Bull. Soc. Chim. Fr. 1993, 130, 173-184. (b) Brock, S. L.; Mayer, J. M. Inorg. Chem. 1991, 30, 2138-2143.
    • (1993) Bull. Soc. Chim. Fr. , vol.130 , pp. 173-184
    • Visseaux, M.1    Dormond, A.2    Baudry, D.3
  • 31
    • 0001081187 scopus 로고
    • Some useful modifications of preparations are given by: (a) Visseaux, M.; Dormond, A.; Baudry, D. Bull. Soc. Chim. Fr. 1993, 130, 173-184. (b) Brock, S. L.; Mayer, J. M. Inorg. Chem. 1991, 30, 2138-2143.
    • (1991) Inorg. Chem. , vol.30 , pp. 2138-2143
    • Brock, S.L.1    Mayer, J.M.2
  • 32
    • 85034550360 scopus 로고    scopus 로고
    • note
    • PP = 69 Hz, P(III)).
  • 34
    • 0003942864 scopus 로고
    • Ease of Ring Closure as a Function of the Ring Atoms and Substituents. The Thorpe-Ingold Effect
    • John Wiley & Sons: New York
    • (b) Eliel, E. L.; Wilen, S. H. Ease of Ring Closure as a Function of the Ring Atoms and Substituents. The Thorpe-Ingold Effect. Stereochemistry of Organic Compounds; John Wiley & Sons: New York, 1994; pp 682-684.
    • (1994) Stereochemistry of Organic Compounds , pp. 682-684
    • Eliel, E.L.1    Wilen, S.H.2
  • 48
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    • Campion, B. K.; Heyn, R. H.; Tilley, T. D. J. Chem. Soc., Chem. Commun. 1988, 278-280. See also amine analogues: (a) Mauthner, K.; Slugovc, C.; Mereiter, K.; Schmid, R.; Kirchner, K. Organometallics 1997, 16, 1956-1961. (b) Gemel, C.; Mereiter, K.; Schmid, R.; Kirchner, K. Organometallics 1997, 16, 5601-5603.
    • (1988) J. Chem. Soc., Chem. Commun. , pp. 278-280
    • Campion, B.K.1    Heyn, R.H.2    Tilley, T.D.3
  • 49
    • 0001126655 scopus 로고    scopus 로고
    • Campion, B. K.; Heyn, R. H.; Tilley, T. D. J. Chem. Soc., Chem. Commun. 1988, 278-280. See also amine analogues: (a) Mauthner, K.; Slugovc, C.; Mereiter, K.; Schmid, R.; Kirchner, K. Organometallics 1997, 16, 1956-1961. (b) Gemel, C.; Mereiter, K.; Schmid, R.; Kirchner, K. Organometallics 1997, 16, 5601-5603.
    • (1997) Organometallics , vol.16 , pp. 1956-1961
    • Mauthner, K.1    Slugovc, C.2    Mereiter, K.3    Schmid, R.4    Kirchner, K.5
  • 50
    • 0000921330 scopus 로고    scopus 로고
    • Campion, B. K.; Heyn, R. H.; Tilley, T. D. J. Chem. Soc., Chem. Commun. 1988, 278-280. See also amine analogues: (a) Mauthner, K.; Slugovc, C.; Mereiter, K.; Schmid, R.; Kirchner, K. Organometallics 1997, 16, 1956-1961. (b) Gemel, C.; Mereiter, K.; Schmid, R.; Kirchner, K. Organometallics 1997, 16, 5601-5603.
    • (1997) Organometallics , vol.16 , pp. 5601-5603
    • Gemel, C.1    Mereiter, K.2    Schmid, R.3    Kirchner, K.4
  • 51
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    • note
    • Ru, would average the methyls in 6, the presence of the stereogenic centers in the Me-, Ph-, and Bu-substituted ligands would not allow averaging of the environments and the isopropyl methyls and cymene aromatics would remain diastereotopic. As shown in 3, the methyl substituent in the backbone favors twisting of the phenyls, which creates a chiral environment close to the metal, even though the chiral center is remote. This results in cymene aromatic shifts ranging over 1.6 ppm and diastereotopic isopropyl methyls differing by 0.35 ppm. An unusual downfield shift of ∼1 ppm of one pair of phenyl protons to δ 8.86 is also indicative of the differential interaction of the nonequivalent phenyls.
  • 52
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    • note
    • 17 however, the higher acidity in the arene complexes may well promote O binding.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.