Unprecedented radical-radical reaction of a [2.2]paracyclophane derivative containing an imidazolyl radical moiety

Sayaka Hatano, Ken Sakai, Jiro Abe

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Pseudogem-DPIM-DPI[2.2]PC dimer (3), with a C-N bond between the [2.2]paracyclophane ([2.2]PC) moiety and the imidazole ring, was synthesized. This is the first crystallographic observation of a highly sterically constrained 1-ene-2,5-cyclohexadiene structure for a [2.2]PC derivative. Compound 3 shows a photochromic behavior, exhibiting a color change from pale yellow to green upon either UV or visible light irradiation, both in the solid state and in solution at room temperature.

Original languageEnglish
Pages (from-to)4152-4155
Number of pages4
JournalOrganic Letters
Volume12
Issue number18
DOIs
Publication statusPublished - Sep 17 2010

Fingerprint

Ultraviolet Rays
imidazoles
Dimers
Color
dimers
Observation
Irradiation
Derivatives
solid state
color
Light
Temperature
irradiation
rings
room temperature
(2.2)paracyclophane
imidazole
1,4-cyclohexadiene

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Unprecedented radical-radical reaction of a [2.2]paracyclophane derivative containing an imidazolyl radical moiety. / Hatano, Sayaka; Sakai, Ken; Abe, Jiro.

In: Organic Letters, Vol. 12, No. 18, 17.09.2010, p. 4152-4155.

Research output: Contribution to journalArticle

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