Photochemically-triggered decarboxylation/deamination of o-nitrodimethoxyphenylglycine

Christopher D. Woodrell, Polina D. Kehayova, Ahamindra Jain

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

(Matrix presented) o-Nitrodimethoxyphenylglycine (1) decomposes on photolysis at 366 nm to release ammonia and carbon dioxide, via a five-step mechanism (Scheme 1). We have obtained spectroscopic and kinetic data from experiment and calculation which support our mechanism. We have also confirmed that a carbonic anhydrase inhibitor bearing 1 as a photolabile cage releases a tight-binding inhibitor on photolysis at 366 nm.

Original languageEnglish
Pages (from-to)619-621
Number of pages3
JournalOrganic Letters
Volume1
Issue number4
DOIs
StatePublished - 26 Aug 1999
Externally publishedYes

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