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Volumn 10, Issue 16, 2008, Pages 3591-3594

Highly electron-donating 3,3′-diaryl-1,1′-bi(isobenzofuran)s synthesized by photochemical exocyclic [2 + 2 + 2] cycloaddition

Author keywords

[No Author keywords available]

Indexed keywords

BENZOFURAN DERIVATIVE;

EID: 54049121495     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol801358c     Document Type: Article
Times cited : (31)

References (37)
  • 23
    • 61349165993 scopus 로고    scopus 로고
    • Qiao, X.; Padula, M. A.; Ho, D. M.; Vogelaar, N. J.; Schutt, C. E.; Pascal, R. A. Jr J. Am. Chem. Soc. 1996, 118, 741.
    • (b) Qiao, X.; Padula, M. A.; Ho, D. M.; Vogelaar, N. J.; Schutt, C. E.; Pascal, R. A. Jr J. Am. Chem. Soc. 1996, 118, 741.
  • 27
    • 61349117873 scopus 로고    scopus 로고
    • Calculations of oligo(isobenzofuran)s, see refs 2e and 2f
    • Calculations of oligo(isobenzofuran)s, see refs 2e and 2f.
  • 28
    • 61349177729 scopus 로고    scopus 로고
    • The moderate yields for some derivatives were mainly due to the incomplete conversion of the reaction
    • The moderate yields for some derivatives were mainly due to the incomplete conversion of the reaction.
  • 31
    • 61349103530 scopus 로고    scopus 로고
    • Crystal data for 2c, 2f, and 2i: see the Supporting Information. CCDC-683557 (2c), CCDC-683558 (2f), and CCDC-683559 (2i) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.cede,cam.ac.uk/data_request/cif.
    • Crystal data for 2c, 2f, and 2i: see the Supporting Information. CCDC-683557 (2c), CCDC-683558 (2f), and CCDC-683559 (2i) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.cede,cam.ac.uk/data_request/cif.
  • 32
    • 61349142905 scopus 로고    scopus 로고
    • For example, 2a was oxidized by atmospheric oxygen to produce the corresponding tetraketone 3a in 87% yield. See the Supporting Information.
    • For example, 2a was oxidized by atmospheric oxygen to produce the corresponding tetraketone 3a in 87% yield. See the Supporting Information.
  • 33
    • 61349150386 scopus 로고    scopus 로고
    • Compounds 2a-i are also thermally stable. Upon heating the compounds in a sealed capillary in vacuum, no decomposition was observed until melting or sublimation. See the Supporting Information.
    • Compounds 2a-i are also thermally stable. Upon heating the compounds in a sealed capillary in vacuum, no decomposition was observed until melting or sublimation. See the Supporting Information.
  • 35
    • 61349136753 scopus 로고    scopus 로고
    • We also measured the absorption spectra of 2a-i in the solid state using the KBr pellet containing their crystals. Compared to those in solution, the absorption bands significantly broaden and new bands appear at the longer wavelengths presumably due to the formation of aggregates. See the Supporting Information.
    • We also measured the absorption spectra of 2a-i in the solid state using the KBr pellet containing their crystals. Compared to those in solution, the absorption bands significantly broaden and new bands appear at the longer wavelengths presumably due to the formation of aggregates. See the Supporting Information.


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