Efficient Synthesis and Characterization of Dibenzo[a,m]rubicenes and Tetrabenzo[a,f,r,m]rubicenes

We report an efficient synthesis of dibenzo[a,m]rubicenes and tetrabenzo[a,f,r,m]rubicenes involving ICl-mediated benzannulation of 1,4-diphenyl-2,5-dialkynylbenzene 5 as the key step. Preliminary data on the photophysical properties of these new indeno-PAHs are reported.

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Bibliographic Details
Published inJournal of organic chemistry Vol. 74; no. 21; pp. 8448 - 8451
Main Authors Hseuh, Hung-Hung, Hsu, Ming-Yu, Wu, Tien-Lin, Liu, Rai-Shung
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 06.11.2009
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Condensed benzenic and aromatic compounds
Exact sciences and technology
Organic chemistry
Physical Sciences
Preparations and properties
Science & Technology
CROSS-COUPLING REACTIONS
Characterization
Annelation
Hydrocarbon
Optical properties
Iodine chlorides
Polycyclic aromatic compound
Chemical synthesis
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Summary:We report an efficient synthesis of dibenzo[a,m]rubicenes and tetrabenzo[a,f,r,m]rubicenes involving ICl-mediated benzannulation of 1,4-diphenyl-2,5-dialkynylbenzene 5 as the key step. Preliminary data on the photophysical properties of these new indeno-PAHs are reported.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo9015437