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Volumn 34, Issue 3, 2010, Pages 426-431

Electron transfer from wheel to axle in a rotaxane. A mass spectrometric investigation

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRACENE; ROTAXANE;

EID: 77949421804     PISSN: 11440546     EISSN: 13699261     Source Type: Journal    
DOI: 10.1039/b9nj00501c     Document Type: Article
Times cited : (5)

References (37)
  • 1
    • 0003542983 scopus 로고    scopus 로고
    • ed. J.-P. Sauvage and C. O. Dietrich-Buchecker, Wiley-VCH, Weinheim, Germany
    • Molecular Catenanes, Rotaxanes and Knots, ed. J.-P. Sauvage and C. O. Dietrich-Buchecker, Wiley-VCH, Weinheim, Germany, 1999;
    • (1999) Molecular Catenanes, Rotaxanes and Knots
  • 25
    • 38949090801 scopus 로고    scopus 로고
    • For examples of capping by click chemistry reaction see: I. Aprahamian, O. Š. Miljanić, W. R. Dichtel, K. Isoda, T. Yasuda, T. Kato and J. F. Stoddart, Bull. Chem. Soc. Jpn, 2007, 80, 1856;
    • For examples of capping by click chemistry reaction see: I. Aprahamian, O. Š. Miljanić, W. R. Dichtel, K. Isoda, T. Yasuda, T. Kato and J. F. Stoddart, Bull. Chem. Soc. Jpn., 2007, 80, 1856;
  • 29
    • 77949402203 scopus 로고    scopus 로고
    • The 2:2:1:1 area ratios are expected for the alternate arrangement of the wheel, whilst the 2:2:2 area ratios are expected for the cone arrangement. In previous investigations, both free and complexed 3 appeared to be present in the former conformation, both in solution and in the solid state; moreover, the intercon version between the two alternate conformations appeared to be fast both in the free wheel and in the presence of simple alkylviologen ion guests (see ref. 4). On the other hand, molecular models suggest that conformational interconversion is somewhat hindered, but still possible, in the case of 1.
    • The 2:2:1:1 area ratios are expected for the "alternate" arrangement of the wheel, whilst the 2:2:2 area ratios are expected for the "cone" arrangement. In previous investigations, both free and complexed 3 appeared to be present in the former conformation, both in solution and in the solid state; moreover, the intercon version between the two "alternate" conformations appeared to be fast both in the free wheel and in the presence of simple alkylviologen ion guests (see ref. 4). On the other hand, molecular models suggest that conformational interconversion is somewhat hindered, but still possible, in the case of 1.
  • 30
    • 77949370436 scopus 로고    scopus 로고
    • In some cases, fragment ions derived from the wheel have also been detected. Their guessed structure and the used symbols are reported in ESI†
    • In some cases, fragment ions derived from the wheel have also been detected. Their guessed structure and the used symbols are reported in ESI†.
  • 31
    • 12344292813 scopus 로고    scopus 로고
    • Complexation with molecular tweezers has been reported to stabilize viologen dications which are intrinsically unstable in the high vacuum of a mass spectrometer and are not detected at all as unfragmented naked species, see: C. A. Schalley, C. Verhaelen, F.-G. Klärner, U. Hahn and F. Vögtle, Angew. Chem, Int. Ed, 2005, 44, 477. Interestingly, in the spectrum of compound 5 we also detected only fragment monocations see Experimental
    • Complexation with molecular tweezers has been reported to stabilize viologen dications which are intrinsically unstable in the high vacuum of a mass spectrometer and are not detected at all as unfragmented "naked" species, see: C. A. Schalley, C. Verhaelen, F.-G. Klärner, U. Hahn and F. Vögtle, Angew. Chem., Int. Ed., 2005, 44, 477. Interestingly, in the spectrum of compound 5 we also detected only fragment monocations (see Experimental).
  • 32
    • 17344371129 scopus 로고    scopus 로고
    • 2, -50°C) respectively; see: V. D. Parker, Y. T. Chao and G. Zheng, J. Am. Chem. Soc., 1997, 119, 11390;
    • 2, -50°C) respectively; see: V. D. Parker, Y. T. Chao and G. Zheng, J. Am. Chem. Soc., 1997, 119, 11390;
  • 36
    • 77949345899 scopus 로고    scopus 로고
    • 3CN at 298 K, see: K. Takahashi, T. Nihira, K. Akiyama, Y. Ikegami and E. Fukuyo, J. Chem. Soc., Chem. Commun., 1992, 620.
    • 3CN at 298 K, see: K. Takahashi, T. Nihira, K. Akiyama, Y. Ikegami and E. Fukuyo, J. Chem. Soc., Chem. Commun., 1992, 620.
  • 37
    • 77949344752 scopus 로고    scopus 로고
    • See ref. 6, third citation
    • See ref. 6, third citation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.