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Volumn 36, Issue 3, 2007, Pages 386-387

Photochemical and redox switching in a ring-closed isomer of thioindigo-extended quinone

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EID: 34047266653     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2007.386     Document Type: Article
Times cited : (18)

References (20)
  • 1
    • 0004240038 scopus 로고    scopus 로고
    • ed. by B. L. Feringa, Wiley-VCH, Weinheim
    • Molecular Switches, ed. by B. L. Feringa, Wiley-VCH, Weinheim, 2001.
    • (2001) Molecular Switches
  • 3
    • 0348080703 scopus 로고    scopus 로고
    • b) M. Irie, Chem. Rev. 2000, 100, 1685.
    • (2000) Chem. Rev , vol.100 , pp. 1685
    • Irie, M.1
  • 12
    • 0003758823 scopus 로고
    • ed. by G. H. Brown, Wiley, New York
    • D. L. Ross, J. Blanc, in Photochromism, ed. by G. H. Brown, Wiley, New York, 1971.
    • (1971) Photochromism
    • Ross, D.L.1    Blanc, J.2
  • 16
    • 34047273860 scopus 로고    scopus 로고
    • Spectroscopic data of 2: yellow crystals; mp 246-247°C; MS (El) m/z 672 (M, 1HNMR (270MHz, CDC13) δ 7.88 (d, J, 7.3 Hz, 2H, 7.70 (d, J, 7.9 Hz, 2H, 7.36-7.23 (m, 4H, 6.73 (s, 4H, 1.20 (s, 36H, 13CNMR (67.8MHz, CDCl3) δ 185.63, 149.21, 139.50, 138.56, 137.55, 132.33, 127.05, 124.78, 124.69, 123.06, 122.82, 52.15, 35.42, 29.51; IR (KBr) v 1658cm-1; UV-vis (CH2Cl 2) λmax/nm (log ε) 395 (4.08, 378 (4.11, 336 (4.39, 324 (4.37, 282 (4.09, 270 (4.21, 229 4.70, Found: C, 78.32; H, 7.11, Calcd for C44H46O2S2: C, 78.53; H, 7.19
    • 2: C, 78.53; H, 7.19%.
  • 17
    • 34047269547 scopus 로고    scopus 로고
    • Crystallographic data of 2: C44H48O 2S2, fw 672.98, monoclinic, P21/c, a, 9.8962(8, b, 22.373(2, c, 17.550(2)Å, β= 103.137(1)°, V, 3784.0(5)Å3, 2, 4, Dcalcd, 1.181 g cm -3, 38511 reflections measured, 8651 unique (Rint, 0.039, R1, 0.053 (3782 data, I > 2.0σ(I, Rw, 0.120 all data, CCDC-632105
    • w = 0.120 (all data), CCDC-632105.
  • 18
    • 34047262964 scopus 로고    scopus 로고
    • Because the reduction potential corresponding to the radical anion of 2 is very close to the potential of the dianion 5, only one reduction wave was observed on cyclic voltammetry
    • Because the reduction potential corresponding to the radical anion of 2 is very close to the potential of the dianion 5, only one reduction wave was observed on cyclic voltammetry.
  • 19
    • 34047270187 scopus 로고    scopus 로고
    • 13CNMR (67.8MHz, THF-d8) δ 171.04, 142.03, 141.54, 141.04, 136.06, 130.80, 127.40, 124.89, 123.38, 122.80, 121.66, 112.18, 35.83, 31.03.
    • 13CNMR (67.8MHz, THF-d8) δ 171.04, 142.03, 141.54, 141.04, 136.06, 130.80, 127.40, 124.89, 123.38, 122.80, 121.66, 112.18, 35.83, 31.03.
  • 20
    • 34047271395 scopus 로고    scopus 로고
    • The diradical concentration of 2 was estimated to be 0.2% by comparing the radical intensity of 2 with that of a 1,1 -diphenyl-2-picrylhydrazyl solution
    • The diradical concentration of 2 was estimated to be 0.2% by comparing the radical intensity of 2 with that of a 1,1 -diphenyl-2-picrylhydrazyl solution.


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