N-Naphthyl peptoid foldamers exhibiting atropisomerism

Bishwajit Paul, Glenn L. Butterfoss, Mikki G. Boswell, Mia L. Huang, Richard Bonneau, Christian Wolf, Kent Kirshenbaum

Research output: Contribution to journalArticle

Abstract

We introduce peptoid oligomers incorporating N-(1)-naphthyl glycine monomers. Axial chirality was established due to restricted rotation about the C - N(aryl) bond. Atropisomerism of both linear and cyclic peptoids was investigated by computational analysis, dynamic HPLC, and X-ray crystallographic studies.

Original languageEnglish (US)
Pages (from-to)926-929
Number of pages4
JournalOrganic Letters
Volume14
Issue number3
DOIs
StatePublished - Feb 3 2012

Fingerprint

Peptoids
glycine
oligomers
chirality
monomers
Chirality
Oligomers
Glycine
Dynamic analysis
x rays
Monomers
High Pressure Liquid Chromatography
X-Rays
X rays

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Paul, B., Butterfoss, G. L., Boswell, M. G., Huang, M. L., Bonneau, R., Wolf, C., & Kirshenbaum, K. (2012). N-Naphthyl peptoid foldamers exhibiting atropisomerism. Organic Letters, 14(3), 926-929. https://doi.org/10.1021/ol203452f

N-Naphthyl peptoid foldamers exhibiting atropisomerism. / Paul, Bishwajit; Butterfoss, Glenn L.; Boswell, Mikki G.; Huang, Mia L.; Bonneau, Richard; Wolf, Christian; Kirshenbaum, Kent.

In: Organic Letters, Vol. 14, No. 3, 03.02.2012, p. 926-929.

Research output: Contribution to journalArticle

Paul, B, Butterfoss, GL, Boswell, MG, Huang, ML, Bonneau, R, Wolf, C & Kirshenbaum, K 2012, 'N-Naphthyl peptoid foldamers exhibiting atropisomerism', Organic Letters, vol. 14, no. 3, pp. 926-929. https://doi.org/10.1021/ol203452f
Paul B, Butterfoss GL, Boswell MG, Huang ML, Bonneau R, Wolf C et al. N-Naphthyl peptoid foldamers exhibiting atropisomerism. Organic Letters. 2012 Feb 3;14(3):926-929. https://doi.org/10.1021/ol203452f
Paul, Bishwajit ; Butterfoss, Glenn L. ; Boswell, Mikki G. ; Huang, Mia L. ; Bonneau, Richard ; Wolf, Christian ; Kirshenbaum, Kent. / N-Naphthyl peptoid foldamers exhibiting atropisomerism. In: Organic Letters. 2012 ; Vol. 14, No. 3. pp. 926-929.
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