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Volumn 74, Issue 17, 2009, Pages 6462-6468

Squaraine rotaxanes with boat conformation macrocycles

Author keywords

[No Author keywords available]

Indexed keywords

BOAT CONFORMATIONS; BRIDGING UNITS; CHEMICAL EQUATIONS; CONFORMATIONAL EXCHANGE; LATERAL OSCILLATIONS; MACROCYCLES; NMR STUDIES; PHOTOCHEMICAL PROPERTIES; PLANARITY; RATIONAL DESIGN PARAMETERS; ROTAXANES; SECONDARY AMINES; SQUARAINE DYES; SQUARAINES; X RAY CRYSTAL STRUCTURES;

EID: 69549110407     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo901298n     Document Type: Article
Times cited : (38)

References (59)
  • 47
    • 0030727412 scopus 로고    scopus 로고
    • In this paper, we use the term "conformation" when we refer to the macrocycle as an isolated structural entity, and we use the term "co-conformation" when we refer to the entire rotaxane. Co-conformation refers to the relative positions and orientations of the mechanically interlocked components with respect to each other.
    • In this paper, we use the term "conformation" when we refer to the macrocycle as an isolated structural entity, and we use the term "co-conformation" when we refer to the entire rotaxane. Co-conformation refers to the relative positions and orientations of the mechanically interlocked components with respect to each other. Fyfe, M. C. T.; Glink, P. T.; Menzer, S.; Stoddart, J. F.; White, A. J. P.; Williams, D. J. Angew. Chem., Int. Ed. 1997, 36, 2068-2069.
    • (1997) Angew. Chem., Int. Ed. , vol.36 , pp. 2068-2069
    • Fyfe, M.C.T.1    Glink, P.T.2    Menzer, S.3    Stoddart, J.F.4    White, A.J.P.5    Williams, D.J.6
  • 50
    • 0842306890 scopus 로고    scopus 로고
    • The repulsive effect of the pyridyl nitrogen with oxygen-containing guests has been noted before; see
    • The repulsive effect of the pyridyl nitrogen with oxygen-containing guests has been noted before; see: Chang, S.-Y.; Kim, H. S.; Chang, K.-J.; Jeong, K.-S. Org. Lett. 2004, 6, 181-184.
    • (2004) Org. Lett. , vol.6 , pp. 181-184
    • Chang, S.-Y.1    Kim, H.S.2    Chang, K.-J.3    Jeong, K.-S.4
  • 55
    • 0001240242 scopus 로고
    • Nucleophilic substitution of squaric acid, or its corresponding diesters, with amines can potentially give 1,2- or 1,3-bis(squaramide) isomers as products. The isomer ratio is dependent on the reaction conditions. For discussions of this synthetic chemistry, see
    • Nucleophilic substitution of squaric acid, or its corresponding diesters, with amines can potentially give 1,2- or 1,3-bis(squaramide) isomers as products. The isomer ratio is dependent on the reaction conditions. For discussions of this synthetic chemistry, see: (a) Neuse, E. W.; Green, B. R. J. Org. Chem. 1974, 39, 3881-3887.
    • (1974) J. Org. Chem. , vol.39 , pp. 3881-3887
    • Neuse, E.W.1    Green, B.R.2
  • 57
    • 69549104324 scopus 로고    scopus 로고
    • note
    • The unequal vicinal coupling indicates that the macrocycle is not flipping rapidly on the NMR time-scale between conformations that exchange psuedoaxial and psuedoequatorial CH positions. A fixed macrocyclic chair conformation in 5 can be ruled out because it would exhibit four diastereotopic methylene CH signals, corresponding to two sets of inequivalent psuedoequatorial protons and two sets of inequivalent psuedoaxial protons.
  • 58
    • 69549121262 scopus 로고    scopus 로고
    • note
    • 2 core has no protons to allow NMR studies, and any NMR observable group that is directly attached to the core (e.g., an anilino ring) can undergo rapid spinning about the connecting single bond.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.