Acid- and Base-Catalyzed Deuterium-Protium Exchange on Some Polyazaindenes

Authors

William W. Paudler
Larry S. Helmick, Cedarville UniversityFollow

Document Type

Article

Publication Date

3-1968

Journal Title

Journal of Organic Chemistry

Volume

33

Issue

3

First Page

1087

Last Page

1089

Abstract

The acid-catalyzed deuterium-protium exchange of compounds 1, 2, and 3 occurs at the positions typical for electrophilic substitutions.These substitutions are shown to occur on the free bases. The base-catalyzed deuterium-protium exchange of compounds 1, 2, and 3 occurs at positions adjacent to nitrogen atoms which possess a partial positive charge as indicated by major resonance contributing structures. Proton transfer is shown to be involved in the rate-determining step.

Keywords

Deuterium, Protium, Polyazaindenes

Recommended Citation

Helmick, L. S. (1968). Acid- and Base-Catalyzed Deuterium-Protium Exchange on Some Polyazaindenes. Journal of Organic Chemistry, 33, 1087-1089.