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Volumn 50, Issue 24, 2011, Pages 12241-12251

Structurally powered synergic 2,2,6,6-tetramethylpiperidine bimetallics: New reflections through lithium-mediated ortho aluminations

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EID: 84055222317     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic200562h     Document Type: Article
Times cited : (41)

References (116)
  • 2
    • 62549145812 scopus 로고    scopus 로고
    • For an outstanding historical review of alkyl and aryl derivatives of the alkali-metals through to superbases see: Seyferth, D. Organometallics 2009, 28, 2.
    • (2009) Organometallics , Issue.28 , pp. 2
    • Seyferth, D.1
  • 22
    • 77958198635 scopus 로고    scopus 로고
    • (f) Dayaker, G.; Chevallier, F.; Gros, P. C.; Mongin, F. Tetrahedron 2010, 66, 8904. The active heterometallic bases in these cases are formed via a salt metathesis route which produces LiCl as a by-product. Since the base is not isolated it cannot be completely ruled out that these systems operate as described for Type A bases.
    • (2010) Tetrahedron , vol.66 , pp. 8904
    • Dayaker, G.1    Chevallier, F.2    Gros, P.C.3    Mongin, F.4
  • 33
    • 64249147750 scopus 로고    scopus 로고
    • 2231 and references cited therein
    • LiCl has also been creditedwith accelerating the rate of reaction of lithium diisopropylamide and other organolithium reagents. For a leading reference to this homometallic chemistry see: Gupta, L.; Hoepker, A. C.; Singh, K. J.; Earnshaw, D. B. J. Org. Chem. 2009, 74, 2231 and references cited therein.
    • (2009) J. Org. Chem. , pp. 74
    • Gupta, L.1    Hoepker, A.C.2    Singh, K.J.3    Earnshaw, D.B.4
  • 79
    • 0001043536 scopus 로고
    • Deprotonation of THF at the R-position usually results in decomposition [(a) Bates, R. B.; Kroposki, L. M.; Potter, D. E. J. Org. Chem. 1972, 37, 560] although the ring opened C4O fragment can also be trapped in a cyclic
    • (1972) J. Org. Chem. , Issue.37 , pp. 560
    • Bates, R.B.1    Kroposki, L.M.2    Potter, D.E.3
  • 81
    • 67749116259 scopus 로고    scopus 로고
    • (c) Geier, S. J.; Stephan, D. W. J. Am Chem. Soc. 2009, 131, 3476. tBuLi has cleaved THF and captured the resulting CH2-CH2 fragment resulting in the formation of a THF solvated Li-nhexyl tetramer
    • (2009) J. Am Chem. Soc. , vol.131 , pp. 3476
    • Geier, S.J.1    Stephan, D.W.2
  • 82
    • 0000686682 scopus 로고    scopus 로고
    • The enolate anion has been trapped by [Li3(NtBu)3S]+ in both a high and low temperature polymorph upon tBuLi induced cleavage of THF via an R-deprotonation followed by a [π4s + π2s]-cycloreversion
    • (d) Kottke, T.; Lagow, R. J.; Hoffman, D.; Thomas, R. D. Organometallics 1997, 16, 789. The enolate anion has been trapped by [Li3(NtBu)3S]+ in both a high and low temperature polymorph upon tBuLi induced cleavage of THF via an R-deprotonation followed by a [π4s + π2s]-cycloreversion
    • (1997) Organometallics , vol.16 , pp. 789
    • Kottke, T.1    Lagow, R.J.2    Hoffman, D.3    Thomas, R.D.4
  • 94
    • 4243828492 scopus 로고    scopus 로고
    • For a review on R-deprotonation of tertiary amines via a Lewisacid complexation strategy see: Kessar, S. V.; Singh, P. Chem. Rev. 1997, 97, 721.
    • (1997) Chem. Rev. , vol.97 , pp. 721
    • Kessar, S.V.1    Singh, P.2
  • 99
    • 84055198906 scopus 로고    scopus 로고
    • A DFT calculation for the reaction of 4 with two molar equivalents of iPr2NH to give 11 has a δE value of -23.88 kcal mol-1.
    • -1.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.