A Photobasic Functional Group

Jie He, Flora W. Kimani, John C Jewett

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Controlling chemical reactivity using light is a longstanding practice within organic chemistry, yet little has been done to modulate the basicity of compounds. Reported herein is a triazabutadiene that is rendered basic upon photoisomerization. The pH of an aqueous solution containing the water-soluble triazabutadiene can be adjusted with 350 nm light. Upon synthesizing a triazabutadiene that is soluble in aprotic organic solvents, we noted a similar light-induced change in basicity. As a proof of concept we took this photobase and used it to catalyze a condensation reaction.

Original languageEnglish (US)
Pages (from-to)9764-9767
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number31
DOIs
StatePublished - Aug 12 2015

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Functional groups
Alkalinity
Light
Organic Chemistry
Photoisomerization
Chemical reactivity
Condensation reactions
Organic solvents
Water

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

A Photobasic Functional Group. / He, Jie; Kimani, Flora W.; Jewett, John C.

In: Journal of the American Chemical Society, Vol. 137, No. 31, 12.08.2015, p. 9764-9767.

Research output: Contribution to journalArticle

He, Jie ; Kimani, Flora W. ; Jewett, John C. / A Photobasic Functional Group. In: Journal of the American Chemical Society. 2015 ; Vol. 137, No. 31. pp. 9764-9767.
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