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Volumn 66, Issue 23, 2010, Pages 4206-4211

Shape selectivity in the synthesis of chiral macrocyclic amides

Author keywords

Amides; Anion recognition; Chirality; Macrocycles; Supramolecular chemistry

Indexed keywords

2,2' DIHYDROXY 1,1' BINAPHTHYL; AMIDE; CARBOXYLIC ACID; MACROCYCLIC COMPOUND; MOLECULAR SCAFFOLD;

EID: 77953123691     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.03.102     Document Type: Article
Times cited : (42)

References (67)
  • 35
    • 0000718373 scopus 로고    scopus 로고
    • Pu L. Chem. Rev. 98 (1998) 2405-2494
    • (1998) Chem. Rev. , vol.98 , pp. 2405-2494
    • Pu, L.1
  • 55
    • 34447338853 scopus 로고    scopus 로고
    • Compound 2 was prepared according to: Akimoto, H.; Yamada, S. Tetrahedron 1971, 27, 5999-6009
    • Baruah P.K., Gonnade R., Rajamohanan P.R., Hofmann H.-J., and Sanjayan G.J. J. Org. Chem. 72 (2007) 5077-5084 Compound 2 was prepared according to: Akimoto, H.; Yamada, S. Tetrahedron 1971, 27, 5999-6009
    • (2007) J. Org. Chem. , vol.72 , pp. 5077-5084
    • Baruah, P.K.1    Gonnade, R.2    Rajamohanan, P.R.3    Hofmann, H.-J.4    Sanjayan, G.J.5
  • 58
    • 37049156808 scopus 로고
    • For example, methyl 3-methoxy-2-naphthoate exhibits a rather large absorbance band with a maximum at 245 nm (log ε=5) and several shoulders up to 350 nm:
    • For example, methyl 3-methoxy-2-naphthoate exhibits a rather large absorbance band with a maximum at 245 nm (log ε=5) and several shoulders up to 350 nm:. Bergmann E.D., Hirshberg Y., and Pinchas S. J. Chem. Soc. (1950) 2351-2356
    • (1950) J. Chem. Soc. , pp. 2351-2356
    • Bergmann, E.D.1    Hirshberg, Y.2    Pinchas, S.3
  • 61
    • 77953120505 scopus 로고    scopus 로고
    • note
    • Considering that receptor 6 possesses four identical competing amide sites, a test Job plot analysis was carried out on the complex of 6 with acetate, to confirm that binding takes place according to a 1/1 stoichiometry (see Supplementary data).
  • 62
    • 70349998612 scopus 로고    scopus 로고
    • The better binding of dicarboxylates over monofunctional ones could be a simple statistical effect of the increase of effective molarity (EM) of the carboxylate moieties. For an in-depth essay on cooperatvity, see:
    • The better binding of dicarboxylates over monofunctional ones could be a simple statistical effect of the increase of effective molarity (EM) of the carboxylate moieties. For an in-depth essay on cooperatvity, see:. Hunter C.A., and Anderson H.L. Angew. Chem., Int. Ed. 48 (2009) 7488-7499
    • (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 7488-7499
    • Hunter, C.A.1    Anderson, H.L.2
  • 63
    • 33750029269 scopus 로고    scopus 로고
    • For some systems based on 1,3-diamidobenzene moieties, which effectively bind anions, see:
    • For some systems based on 1,3-diamidobenzene moieties, which effectively bind anions, see:. Chmielewski M.J., and Jurczak J. Chem.-Eur. J. 12 (2006) 7652-7667
    • (2006) Chem.-Eur. J. , vol.12 , pp. 7652-7667
    • Chmielewski, M.J.1    Jurczak, J.2
  • 64
    • 34548264206 scopus 로고    scopus 로고
    • A similar behavior in the binding ability towards carboxylic acids (rather than anions) was observed in a pyridine-spaced macrocyle analogous to 6. See:
    • A similar behavior in the binding ability towards carboxylic acids (rather than anions) was observed in a pyridine-spaced macrocyle analogous to 6. See:. Ema T., Tanida D., and Sakai T. J. Am. Chem. Soc. 129 (2007) 10591-10596
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 10591-10596
    • Ema, T.1    Tanida, D.2    Sakai, T.3
  • 66
    • 77049092824 scopus 로고    scopus 로고
    • Wavefunction, Irvine, CA
    • Spartan'08 (2008), Wavefunction, Irvine, CA. http://www.wavefun.com
    • (2008) Spartan'08


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.