Alkoxyamine-derived formamidines: Configurational control and molecular folding

Weiwen Zhao, Ruiyao Wang, Nicholas J. Mosey, Anne Petitjean*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

N,N'-Disubstituted formamidines, and amidines in general, have very rich configurational, conformational, and tautomeric diversities. As part of an effort to incorporate alkoxyamine-derived formamidine units into foldamers, the first evidence for the isolation of the up-to-now unknown E isomer, the conditions for its exclusive formation, its stability and self-assembly properties, and its configurational isomerization to its much more common Z counterpart are reported. Considering the distinctly different H-bonding patterns displayed by both E and Z isomers, such configurational control may find applications in self-assembly, molecular recognition, and biomimetic systems.

Original languageEnglish
Pages (from-to)5160-5163
Number of pages4
JournalOrganic Letters
Volume13
Issue number19
DOIs
Publication statusPublished - 7 Oct 2011
Externally publishedYes

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