Synthesis and structural analysis of nine-membered enyne nitrogen heterocycles

Kazunobu Igawa, Takeshi Kawabata, Kazuhiro Uehara, Katsuhiko Tomooka

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

An efficient approach to the nine-membered enyne nitrogen heterocycle 3 is presented. 1H NMR analysis reveals that both 3a (R = H, X = Ts) and 3b (R = Me, X = Ts) exhibit significant labile planar chirality in solution at ambient temperature. The X-ray analysis of 3b shows that the enantiotopic faces of the alkene are differentiated by the alkyne moiety in the solid state.

Original languageEnglish
Pages (from-to)901-906
Number of pages6
JournalHeterocycles
Volume90
Issue number2
DOIs
Publication statusPublished - Jan 1 2015

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Alkynes
Chirality
X ray analysis
Alkenes
Structural analysis
Nitrogen
Nuclear magnetic resonance
X-Rays
Temperature
Proton Magnetic Resonance Spectroscopy

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Synthesis and structural analysis of nine-membered enyne nitrogen heterocycles. / Igawa, Kazunobu; Kawabata, Takeshi; Uehara, Kazuhiro; Tomooka, Katsuhiko.

In: Heterocycles, Vol. 90, No. 2, 01.01.2015, p. 901-906.

Research output: Contribution to journalArticle

Igawa, Kazunobu ; Kawabata, Takeshi ; Uehara, Kazuhiro ; Tomooka, Katsuhiko. / Synthesis and structural analysis of nine-membered enyne nitrogen heterocycles. In: Heterocycles. 2015 ; Vol. 90, No. 2. pp. 901-906.
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