Jump to main content
Jump to site search

Issue 26, 2017
Previous Article Next Article

Laser photolysis studies of ω-bond dissociation in aromatic carbonyls with a C–C triple bond stimulated by triplet sensitization

Author affiliations

Abstract

We have prepared three types of carbonyl compounds, benzoylethynylmethyl phenyl sulfide (2@SPh), (p-benzoyl)phenylethynylmethyl phenyl sulfide (3@SPh) and p-(benzoylethynyl)benzyl phenyl sulfide (4@SPh) with benzoyl and phenylthiylmethyl groups, which are interconnected with a C–C triple bond and a phenyl ring. Laser flash photolysis of 3@SPh and 4@SPh in acetonitrile provided the transient absorption spectra of the corresponding triplet states where no chemical reactions were recognized. Upon laser flash photolysis of 2@SPh, the absorption band due to the phenylthiyl radical (PTR) was obtained, indicating that the C–S bond cleaved in the excited state. Triplet sensitization of these carbonyl compounds using acetone and xanthone was conducted using laser photolysis techniques. The formation of triplet 3@SPh was seen in the transient absorption, whereas the PTR formation was observed for 2@SPh and 4@SPh, indicating that the triplet states were reactive for the C–S bond dissociation. The C–S bond dissociation mechanism for 4@SPh upon triplet sensitization is discussed in comparison with those for 2@SPh and 3@SPh.

Graphical abstract: Laser photolysis studies of ω-bond dissociation in aromatic carbonyls with a C–C triple bond stimulated by triplet sensitization

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Apr 2017, accepted on 01 Jun 2017 and first published on 02 Jun 2017


Article type: Paper
DOI: 10.1039/C7CP02758C
Citation: Phys. Chem. Chem. Phys., 2017,19, 17028-17035
  •   Request permissions

    Laser photolysis studies of ω-bond dissociation in aromatic carbonyls with a C–C triple bond stimulated by triplet sensitization

    M. Yamaji, A. Horimoto and B. Marciniak, Phys. Chem. Chem. Phys., 2017, 19, 17028
    DOI: 10.1039/C7CP02758C

Search articles by author

Spotlight

Advertisements