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Volumn 120, Issue 10, 1998, Pages 2283-2289

Chelation isomerism in (allylamino)carbene complexes and its impact on stereoselection: A study of coordination equilibrium by dynamic HPLC

Author keywords

[No Author keywords available]

Indexed keywords

(ALLYLAMINO)CARBENE COMPLEX; CHELATE; NITROGEN; UNCLASSIFIED DRUG;

EID: 0032542721     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja972880w     Document Type: Article
Times cited : (21)

References (50)
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  • 2
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    • (1990) Angew. Chem., Int. Ed. Engl. , vol.29 , pp. 1320-1367
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    • Khota, S.1
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    • note
    • (c) The kinetic parameters have been obtained by analyzing the data given in ref 9a.
  • 22
    • 0000352527 scopus 로고
    • There is a substantial difference in the values of pyramidalization between six and five-membered cyclic enamines (formally related to carbene-amino complexes). See: Anderson, B. A.; Wulff, W. D.; Rahm, A. J. Am. Chem. Soc. 1993, 115, 4602-4611.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 4602-4611
    • Anderson, B.A.1    Wulff, W.D.2    Rahm, A.3
  • 23
    • 0000144947 scopus 로고    scopus 로고
    • 1H NMR time scale despite the presence of an electron-donating heteroatom adjacent to the carbene center: Brent Gunnoe, T.; White, P. S.; Templeton, J. L. Organometallics 1997, 16, 370-377.
    • (1997) Organometallics , vol.16 , pp. 370-377
    • Brent Gunnoe, T.1    White, P.S.2    Templeton, J.L.3
  • 24
    • 2642698323 scopus 로고    scopus 로고
    • note
    • We could only detect one UV absorption maximum in the spectrum of compound 6. This result may be expected from the relatively large distance and low electronic interaction between the chromophore and the chelated double bond.
  • 25
    • 2642603695 scopus 로고    scopus 로고
    • note
    • -1. (Matrix Presented)
  • 37
    • 2642658862 scopus 로고    scopus 로고
    • note
    • ←. Although such apparent rate constants need not be equal to the rate constants of the interconverting processes occurring in the mobile and stationary phases, in practice they can be used to determine an approximate energy barrier for the studied dynamic process.
  • 41
    • 84982071819 scopus 로고
    • Mintas, M. Mannschreck, A. Chem. Ber. 1979, 112, 2028. Schurig, V.; Leyrer, V. Tetrahedron: Asymmetry 1990, 1, 865.
    • (1979) Chem. Ber. , vol.112 , pp. 2028
    • Mintas, M.1    Mannschreck, A.2
  • 43
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    • Chelation of σ basic heteroatoms has been found quite general for other kinds of carbene complexes. See for instance: (a) Dötz, K. H.; Sturm, W.; Popall, M.; Riede, J. J Organomet. Chem. 1984, 277, 267-275.
    • (1984) J Organomet. Chem. , vol.277 , pp. 267-275
    • Dötz, K.H.1    Sturm, W.2    Popall, M.3    Riede, J.4
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    • (g) Powers, T. S.; Shi, Y.; Wilson, K. J.; Wulff, W. D.; Rheingold, A. L. J. Org. Chem. 1994, 59, 6882-6884. Nevertheless, we were unable to achieve efficient σ-chelation in alkynylcarbene complexes by either thermical or photochemical methods.
    • (1994) J. Org. Chem. , vol.59 , pp. 6882-6884
    • Powers, T.S.1    Shi, Y.2    Wilson, K.J.3    Wulff, W.D.4    Rheingold, A.L.5
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    • note
    • 2 at 383 K, the complex decomposed before any interconversion could be recorded.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.