Highly chromic, proton-responsive phenyl pyrimidones

Jyothi Dhuguru, Chirag Gheewala, N. S Saleesh Kumar, James N Wilson

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Aryl pyrimidones are pharmacologically relevant compounds whose optical properties have only been partially explored. We report the synthesis and optical characterization of a series of aryl- and diaryl-2(1H)-pyrimidones. The electronic transitions of these chromophores are modulated by the extent of conjugation between the pendant phenyl ring and the pyrimidone core as well as the presence of electron-donating auxochromes. Monoprotonation of the pyrimidone ring results in large hyperchromic and bathochromic shifts as well as switching of fluorescence making these phenyl pyrimidones of interest as sensory materials.

Original languageEnglish
Pages (from-to)4188-4191
Number of pages4
JournalOrganic Letters
Volume13
Issue number16
DOIs
StatePublished - Aug 19 2011

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Pyrimidinones
Protons
protons
rings
conjugation
chromophores
optical properties
fluorescence
shift
synthesis
electronics
Chromophores
electrons
Optical properties
Fluorescence
Electrons

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Highly chromic, proton-responsive phenyl pyrimidones. / Dhuguru, Jyothi; Gheewala, Chirag; Kumar, N. S Saleesh; Wilson, James N.

In: Organic Letters, Vol. 13, No. 16, 19.08.2011, p. 4188-4191.

Research output: Contribution to journalArticle

Dhuguru, J, Gheewala, C, Kumar, NSS & Wilson, JN 2011, 'Highly chromic, proton-responsive phenyl pyrimidones', Organic Letters, vol. 13, no. 16, pp. 4188-4191. https://doi.org/10.1021/ol2014945
Dhuguru, Jyothi ; Gheewala, Chirag ; Kumar, N. S Saleesh ; Wilson, James N. / Highly chromic, proton-responsive phenyl pyrimidones. In: Organic Letters. 2011 ; Vol. 13, No. 16. pp. 4188-4191.
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