Generation and characterization of highly strained dibenzotetrakisdehydro[12]annulene

Tobe Yoshito*, Ichiro Ohki, Motohiro Sonoda, Hiroyuki Niino, Tadatake Sato, Tomonari Wakabayashi

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

We report here the generation of tetrakisdehydro[12]annulene possessing a highly deformed triyne component from the [4.3.2]propellatriene-annelated precursor by its photolysis extruding indan and the characterization of the highly reactive annulene by chemical and spectroscopic methods. In addition to the chemical evidence for the formation of the title compound in solution such as interception as a Diels-Alder adduct, we succeeded in its characterization by UV-vis and FTIR spectra in an argon matrix at 20 K. The experimental IR spectrum agreed well with the theoretical one calculated by the DFT method.

Original languageEnglish
Pages (from-to)5614-5615
Number of pages2
JournalJournal of the American Chemical Society
Volume125
Issue number19
DOIs
StatePublished - 14 May 2003

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