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Volumn 73, Issue 2, 2008, Pages 638-643

Unexpected solid-state photochemistry of an α-thiophenyl- α′-thiophenyl-S,S-dioxo-substituted ketone

Author keywords

[No Author keywords available]

Indexed keywords

POLARIZED MICROSCOPY;

EID: 40949088881     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo702127g     Document Type: Article
Times cited : (9)

References (30)
  • 8
    • 80052250638 scopus 로고    scopus 로고
    • Photochemical Decarbonylation of Ketones: Recent Advances and Reactions in Crystalline Solids
    • Horspool, W. M, Ed, CRC Press: Boca Raton, FL
    • Campos, L. M.; Garcia-Garibay, M. A. Photochemical Decarbonylation of Ketones: Recent Advances and Reactions in Crystalline Solids. In CRC Handbook of Organic Photochemistry; Horspool, W. M., Ed.; CRC Press: Boca Raton, FL, 2003.
    • (2003) CRC Handbook of Organic Photochemistry
    • Campos, L.M.1    Garcia-Garibay, M.A.2
  • 12
    • 41149087758 scopus 로고    scopus 로고
    • The transformation of 2 to 6 goes to completion in as little as 2 h while stirring 2 in 1:1 acetic acid/methylene chloride mixtures followed by addition of hydrogen peroxide.
    • The transformation of 2 to 6 goes to completion in as little as 2 h while stirring 2 in 1:1 acetic acid/methylene chloride mixtures followed by addition of hydrogen peroxide.
  • 14
    • 41149143158 scopus 로고    scopus 로고
    • Various examples illustrating thiophene dioxides as four π-electron components: (a) Nakayama, J.; Sugihara, Y. Top. Curr. Chem. 1999, 205, 131.
    • Various examples illustrating thiophene dioxides as four π-electron components: (a) Nakayama, J.; Sugihara, Y. Top. Curr. Chem. 1999, 205, 131.
  • 16
    • 0034618916 scopus 로고    scopus 로고
    • For thiophene S-monoxides acting as dienes in the [4 + 2] cycloaddition, see: Thiemann, T.; Ohira, D.; Li, Y.; Sawada, T.; Mataka, S.; Rauch, K.; Noltemeyer, M.; de Meijere, A. J. Chem. Soc., Perkin Trans. 1 2000, 2968.
    • (c) For thiophene S-monoxides acting as dienes in the [4 + 2] cycloaddition, see: Thiemann, T.; Ohira, D.; Li, Y.; Sawada, T.; Mataka, S.; Rauch, K.; Noltemeyer, M.; de Meijere, A. J. Chem. Soc., Perkin Trans. 1 2000, 2968.
  • 17
    • 41149101103 scopus 로고    scopus 로고
    • Crystal data for 7 at 298(2) K: C15H18O 5S2, FW 342.41, monoclinic, space group Cc, a, 8.7070(7) Å, b, 26.568(2) Å, c, 7.4528(6) Å, α, 90°, β, 116.5060(10)°, γ, 90°, V, 1542.8(2) Å3, Z, 4, ρcalcd, 1.474 mg/m3, F(000, 720, λ, 0.71073 Å, μ (Mo Kα, 0.350 mm-1, crystal size, 0.40 x 0.20 x 0.20 mm3; of the 6572 reflections collected, 3320 [R(int, 0.0156] were independent reflections; max/min residual electron density 0.9305 and 0.8320 e·Å-3, R1, 0.0244 (I > 2σI, and wR2, 0.0676
    • -3, R1 = 0.0244 (I > 2σ(I)) and wR2 = 0.0676.
  • 18
    • 41149176045 scopus 로고    scopus 로고
    • -3, R1 = 0.0370 (I > 2σ(I)) and wR2 = 0.0997.
    • -3, R1 = 0.0370 (I > 2σ(I)) and wR2 = 0.0997.
  • 20
    • 41149174732 scopus 로고    scopus 로고
    • -3, R1 = 0.0700 (I > 2σ(I)) and wR2 = 0.1702.
    • -3, R1 = 0.0700 (I > 2σ(I)) and wR2 = 0.1702.
  • 23
    • 0000353082 scopus 로고    scopus 로고
    • Ramamurthy, V, Schanze, K, Eds, Marcel Dekker: New York, and references therein
    • Keating, A. E.; Garcia-Garibay, M. A. In Organic and Inorganic Photochemistry; Ramamurthy, V., Schanze, K., Eds.; Marcel Dekker: New York, 1998; Vol. 2; pp 195-248 and references therein.
    • (1998) Organic and Inorganic Photochemistry , vol.2 , pp. 195-248
    • Keating, A.E.1    Garcia-Garibay, M.A.2
  • 29
    • 41149126710 scopus 로고    scopus 로고
    • The NMR including the assignment of both 6 and 8, which were obtained by heating a sample of 2 to 170°C, is included in the Supporting Information along with the corresponding DSC trace.
    • The NMR including the assignment of both 6 and 8, which were obtained by heating a sample of 2 to 170°C, is included in the Supporting Information along with the corresponding DSC trace.
  • 30
    • 0035397685 scopus 로고    scopus 로고
    • Similar observations were reported in: Kaupp, G.; Schmeyers, J.; Kato, M.; Tanaka, K.; Harata, N.; Toda, F. J. Phys. Org. Chem. 2001, 14, 444-452.
    • Similar observations were reported in: Kaupp, G.; Schmeyers, J.; Kato, M.; Tanaka, K.; Harata, N.; Toda, F. J. Phys. Org. Chem. 2001, 14, 444-452.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.