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Triflic Acid Mediated Cascade Cyclization of Aryldiynes for the Synthesis of Indeno[1,2-c]chromenes: Application to Dye-Sensitized Solar Cells

Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2015-03-02

Journal: CHEMISTRY-A EUROPEAN JOURNAL

Included Journals: Scopus、PubMed、EI、SCIE

Volume: 21

Issue: 10

Page Number: 4065-4070

ISSN: 0947-6539

Key Words: aryldiynes; cyclization; domino reactions; indeno[1,2-c]chromenes; organic dyes; triflic acid

Abstract: A new triflic acid (TfOH)-mediated cascade cyclization of ortho-anisole-substituted aryldiynes is described for the construction of indeno[1,2-c]chromenes. The cascade cyclization proceeds through an unusual TfOH-induced alkyne-alkyne cyclization followed by nucleophilic attack of the methoxy group on the benzylidene cation, which is completely different to the cyclization of ortho-aniline-or ortho-thioanisole-substituted aryldiynes. A new class of organic dyes with the indeno[1,2-c] chromene framework as both donor and pi-linker were synthesized. These compounds exhibit high photovoltaic performances in dye-sensitized solar cells (DSCs).

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