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Volumn 47, Issue 32, 2008, Pages 5968-5972

Photoswitching of basicity

Author keywords

Azo compounds; Basicity; Chemical amplification; Homogeneous catalysis; Photochromism

Indexed keywords

MODULATION;

EID: 53549111588     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200802050     Document Type: Article
Times cited : (139)

References (45)
  • 1
    • 33750188274 scopus 로고    scopus 로고
    • For some instructive reviews, see: a
    • For some instructive reviews, see: a) G. Mayer, A. Heckel, Angew. Chem. 2006, 118, 5020-5042;
    • (2006) Angew. Chem , vol.118 , pp. 5020-5042
    • Mayer, G.1    Heckel, A.2
  • 2
    • 33746734322 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 4900-4921;
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 4900-4921
  • 3
    • 68049115101 scopus 로고    scopus 로고
    • Eds, M. Goeldner, R. Givens, Wiley-VCH, Weinheim
    • b) Dynamic Studies in Biology (Eds.: M. Goeldner, R. Givens), Wiley-VCH, Weinheim, 2005;
    • (2005) Dynamic Studies in Biology
  • 7
    • 84942320882 scopus 로고    scopus 로고
    • Eds, H. Dürr, H. Bouas-Laurent, Elsevier, Amsterdam
    • a) Photochromism: Molecules and Systems (Eds.: H. Dürr, H. Bouas-Laurent), Elsevier, Amsterdam, 2003;
    • (2003) Photochromism: Molecules and Systems
  • 8
    • 0004240038 scopus 로고    scopus 로고
    • Ed, B. L. Feringa, Wiley-VCH, Weinheim
    • b) Molecular Switches (Ed.: B. L. Feringa), Wiley-VCH, Weinheim, 2001;
    • (2001) Molecular Switches
  • 9
    • 53549102618 scopus 로고    scopus 로고
    • Special Issue: Photochromism (Ed.: M. Irie), Chem. Rev. 2000, 100, 1683;
    • c) Special Issue: "Photochromism" (Ed.: M. Irie), Chem. Rev. 2000, 100, 1683;
  • 11
    • 53549085832 scopus 로고    scopus 로고
    • Organic Photochromes (Ed.: A. V. El'tsov), Consultants Bureau, New York, 1990;
    • e) Organic Photochromes (Ed.: A. V. El'tsov), Consultants Bureau, New York, 1990;
  • 12
    • 23744464557 scopus 로고    scopus 로고
    • f) S. Hecht, Small 2005, 1, 26-28.
    • (2005) Small , vol.1 , pp. 26-28
    • Hecht, S.1
  • 13
    • 37049099175 scopus 로고    scopus 로고
    • The reversible photomodulation of catalytic activity has thus far been poorly explored. Most reported examples suffer from a lack of generality and lowon/off ratios: a A. Ueno, K. Takahashi, T. Osa, J. Chem. Soc. Chem. Commun. 1980, 837-838;
    • The reversible photomodulation of catalytic activity has thus far been poorly explored. Most reported examples suffer from a lack of generality and lowon/off ratios: a) A. Ueno, K. Takahashi, T. Osa, J. Chem. Soc. Chem. Commun. 1980, 837-838;
  • 21
    • 16844368309 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 2019-2021.
    • (2005) Angew. Chem. Int. Ed , vol.44 , pp. 2019-2021
  • 22
    • 53549083368 scopus 로고    scopus 로고
    • Chemical amplification by photochemically generated acids, which catalyze chemical transformations that alter the solubility of polymeric materials, constitutes the basis of modern resist technology in the semiconductor industry: a J. M. J. Fréchet, C. G. Willson, H. Ito, US Patent 4,491,628, 1985;
    • Chemical amplification by photochemically generated acids, which catalyze chemical transformations that alter the solubility of polymeric materials, constitutes the basis of modern resist technology in the semiconductor industry: a) J. M. J. Fréchet, C. G. Willson, H. Ito, US Patent 4,491,628, 1985;
  • 25
    • 53549118738 scopus 로고    scopus 로고
    • For an example of a Ru-based catalyst for photoinduced ringopening-metathesis polymerization (ROMP) see: D. Wang, K. Wurst, W. Knolle, U. Decker, L. Prager, S. Naumov, M. R. Buchmeiser, Angew. Chem. 2008, 120, 3311-3314;
    • For an example of a Ru-based catalyst for photoinduced ringopening-metathesis polymerization (ROMP) see: D. Wang, K. Wurst, W. Knolle, U. Decker, L. Prager, S. Naumov, M. R. Buchmeiser, Angew. Chem. 2008, 120, 3311-3314;
  • 26
    • 53549087230 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 3267-3270.
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 3267-3270
  • 29
    • 53549106759 scopus 로고    scopus 로고
    • S. Hecht, M. V. Peters, R. S. Stoll (SGK), DE 10 2006 057612.8, 2006.
    • S. Hecht, M. V. Peters, R. S. Stoll (SGK), DE 10 2006 057612.8, 2006.
  • 30
    • 0001378387 scopus 로고    scopus 로고
    • Irreversibly photogenerated bases were first described by Cameron and Fréchet: a J. F. Cameron, J. M. J. Fréchet, J. Org. Chem. 1990, 55, 5919-5922;
    • Irreversibly photogenerated bases were first described by Cameron and Fréchet: a) J. F. Cameron, J. M. J. Fréchet, J. Org. Chem. 1990, 55, 5919-5922;
  • 33
    • 53549132107 scopus 로고    scopus 로고
    • Further studies were carried out at Ciba Specialty Chemicals; see, for example: d J.-L. Birbaum, M. Kunz, A. Kimura, H. Kura, H. Oka, H. Nakashima, Eur. Pat. Appl. 898202, 1999;
    • Further studies were carried out at Ciba Specialty Chemicals; see, for example: d) J.-L. Birbaum, M. Kunz, A. Kimura, H. Kura, H. Oka, H. Nakashima, Eur. Pat. Appl. 898202, 1999;
  • 37
    • 53549118443 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 38
    • 0003942864 scopus 로고
    • For a discussion of the conformational behavior of piperidines, see:, Wiley, New York, and references therein
    • For a discussion of the conformational behavior of piperidines, see: E. L. Eliel, S. H. Wilen, Stereochemistry of Organic Compounds, Wiley, New York, 1994, pp. 740, and references therein.
    • (1994) Stereochemistry of Organic Compounds , pp. 740
    • Eliel, E.L.1    Wilen, S.H.2
  • 39
    • 53549100054 scopus 로고    scopus 로고
    • CCDC 686676 ((E)-4b), and 686677 ((Z)-4b) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
    • CCDC 686676 ((E)-4b), and 686677 ((Z)-4b) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
  • 40
    • 53549087384 scopus 로고    scopus 로고
    • Detailed experimental and theoretical investigations concerning the conformational behavior in solution will be described elsewhere
    • Detailed experimental and theoretical investigations concerning the conformational behavior in solution will be described elsewhere.
  • 42
    • 0035804426 scopus 로고    scopus 로고
    • and references therein. for a review, see: b
    • for a review, see: b) F. A. Luzzio, Tetrahedron 2001, 57, 915-945, and references therein.
    • (2001) Tetrahedron , vol.57 , pp. 915-945
    • Luzzio, F.A.1
  • 43
    • 53549086549 scopus 로고    scopus 로고
    • To obtain accurate kinetic data, we used catalysts 4a-c in their isolated form, that is, either as the pure E isomer or as a mixture of Z and E isomers in the photostationary state.
    • To obtain accurate kinetic data, we used catalysts 4a-c in their isolated form, that is, either as the pure E isomer or as a mixture of Z and E isomers in the photostationary state.
  • 44
    • 53549120060 scopus 로고    scopus 로고
    • Note added in proof: After submission of this manuscript photomodulation of the Lewis acidity of dithienylethene-based boronates has been reported in: V. Lemieux, M. D. Spantulescu, K. M. Baldrigde, N. R. Branda, Angew. Chem. 2008, 120, 5112-5115;
    • Note added in proof: After submission of this manuscript photomodulation of the Lewis acidity of dithienylethene-based boronates has been reported in: V. Lemieux, M. D. Spantulescu, K. M. Baldrigde, N. R. Branda, Angew. Chem. 2008, 120, 5112-5115;
  • 45
    • 53549110547 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 5034-5047.
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 5034-5047


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.