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Volumn 71, Issue 23, 2006, Pages 8787-8793

Synthesis of highly functionalized macrocycles by the peripheral functionalization of macrocyclic diimines

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST SELECTIVITY; COBALT COMPOUNDS; HYDROGEN BONDS; ISOMERIZATION; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION ANALYSIS;

EID: 33750894328     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0614689     Document Type: Article
Times cited : (25)

References (44)
  • 4
    • 0001653106 scopus 로고
    • In fact, the term β-lactam synthon approach was coined for these methodologies. See: (a) Hatanaka, N.; Abe, R.; Ojima, I. Chem. Lett. 1982, 445.
    • (1982) Chem. Lett. , pp. 445
    • Hatanaka, N.1    Abe, R.2    Ojima, I.3
  • 14
    • 37049106494 scopus 로고
    • The formation of some macrocyclic bis-β-lactams in very low yields has been reported for the preparation of 4,7-fused β-lactam synthesis. See: Brooks, G.; Hunt, E. J. Chem. Soc., Perkin Trans. 1 1983, 115.
    • (1983) J. Chem. Soc., Perkin Trans. 1 , pp. 115
    • Brooks, G.1    Hunt, E.2
  • 26
    • 0034741521 scopus 로고    scopus 로고
    • and ref 7a
    • The formation of dimers and oligomers as undesired byproducts in the synthesis of macrocyclic diimines depends not only on the reaction conditions employed but also on the size and conformational flexibility of the molecules involved. See for example: Simion, A.; Simion, C.; Kanda, T.; Nagashima, S.; Mitoma, T.; Yamada, T.; Mimura, K.; Tashiro, M. J. Chem. Soc., Perkin Trans. 1 2001, 2071 and ref 7a.
    • (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 2071
    • Simion, A.1    Simion, C.2    Kanda, T.3    Nagashima, S.4    Mitoma, T.5    Yamada, T.6    Mimura, K.7    Tashiro, M.8
  • 30
    • 33750890213 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra of the mixtures enriched in these minor isomers.
  • 31
    • 33750851229 scopus 로고    scopus 로고
    • note
    • Preliminary MM studies carried out with compounds 8 and 9 show that the rigidity imposed in the macrocycle by the embedding of two β-lactam ring places the aromatic ring of one four-membered ring close to the other in the cis-anti-cis isomer. This effect is not seen in the cis-syn-cis isomer.
  • 33
    • 33750875848 scopus 로고    scopus 로고
    • note
    • The E-configuration of the cyclic diimines derived from dialdehydes 1-3 has been reported. See: References 7h and 10.
  • 41
    • 23944466636 scopus 로고    scopus 로고
    • and the pertinent references therein
    • Polyamines having the azetidine ring embedded in a macrocyclic structure are interesting ligands for metal ions since the four-membered ring imposes strong conformational restrictions from which some unusual characteristics may emerge. See: Harrowfield, J.; Kim, J. Y.; Kim, Y.; Lee, Y. H.; Thuéry, P. Polyhedron 2005, 24, 1569 and the pertinent references therein.
    • (2005) Polyhedron , vol.24 , pp. 1569
    • Harrowfield, J.1    Kim, J.Y.2    Kim, Y.3    Lee, Y.H.4    Thuéry, P.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.