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Volumn 132, Issue 26, 2010, Pages 9165-9174

Arylethynyl derivatives of the dihydroazulene/vinylheptafulvene photo/thermoswitch: Tuning the switching event

Author keywords

[No Author keywords available]

Indexed keywords

ARYL GROUP; ARYLALKYNES; AZOXY COMPOUNDS; ELECTRON-DONATING GROUP; ETHYNYLATED COMPOUNDS; FUNCTIONALIZED; INDUCTIVE EFFECTS; INTERCONVERSIONS; LINEAR FREE ENERGY; PHOTOSWITCHES; POSITIVE CHARGES; REGIOISOMERS; RING CLOSURES; RING OPENING; RING OPENING REACTION; RING-CLOSURE; SEVEN-MEMBERED RINGS; SONOGASHIRA CROSS-COUPLING REACTION; STERICALLY DEMANDING; X-RAY CRYSTALLOGRAPHIC ANALYSIS;

EID: 77954261545     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja103235g     Document Type: Article
Times cited : (72)

References (58)
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    • Feringa, B. L., Eds. Wiley-VCH: Weinheim, Germany.
    • Molecular Switches; Feringa, B. L., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (2001) Molecular Switches
  • 5
    • 0348080703 scopus 로고    scopus 로고
    • Irie, M. Chem. Rev. 2000, 100, 1685-1716
    • (2000) Chem. Rev. , vol.100 , pp. 1685-1716
    • Irie, M.1
  • 30
    • 77954265157 scopus 로고    scopus 로고
    • We note that other DHA derivatives functionalized in the seven-membered ring are known, but these derivatives do not undergo light-induced conversion to VHFs; see for example
    • We note that other DHA derivatives functionalized in the seven-membered ring are known, but these derivatives do not undergo light-induced conversion to VHFs; see for example
  • 41
    • 77954307301 scopus 로고    scopus 로고
    • note
    • 3. This means that there is only one molecule in the unit cell. Because the molecule itself does not possess an inversion center (the oxygen atom breaks the symmetry), the natural conclusion is that the space group must be P 1. However, when solved in P 1, peaks in the initial electron density map clearly display inversion symmetry. So albeit the space group must be P 1, the molecule is disordered with the oxygen atom having two possible positions depending on the microscopic cell (a twin hypothesis was also tested but did not seem to be appropriate). On average, the space group cannot be distinguished from P 1̄ and the structure refinement performs much better in this space group. First of all this description constrains all atoms with an inversion center and the oxygen population to 0.5. Second, the thermal ellipsoids appear more reasonable and the resulting difference Fourier reveals many of the hydrogen atoms which was not the case when attempted refined in P 1.
  • 47
    • 77954253808 scopus 로고    scopus 로고
    • Frisch, M. J.; et al. Gaussian 03, Revision B.03; Gaussian, Inc.: Wallingford, CT, 2004
    • Frisch, M. J.; et al. Gaussian 03, Revision B.03; Gaussian, Inc.: Wallingford, CT, 2004.
  • 48
    • 0034686679 scopus 로고    scopus 로고
    • For examples of other photo/thermoswitches, for which Hammett correlations were established, see: Swansburg, S., Buncel, E., and Lemieux, R. J. Am. Chem. Soc. 2000, 122, 6594-6600
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 6594-6600
    • Swansburg, S.1    Buncel, E.2    Lemieux, R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.