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doi:10.1016/S0040-4039(00)83985-4    
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Copyright © 1986 Published by Elsevier Science Ltd. All rights reserved.

An irreversible structural change observed for Di-(1-naphthyl)-methylene in organic rigid glasses

Hideyuki Tukada

Tadashi Sugawara, Shigeru Murata and Hiizu Iwamura, *

Department of Chemistry, College of Arts & Science, The University of Tokyo, Komaba, Tokyo 153, Japan

Institute for Molecular Science, Myodaiji, Okazaki 444, Japan


Received 8 October 1985. 
Available online 8 March 2001.

Abstract

The title carbene has been shown by ESR spectroscopy to have bent geometry at the birth from the diazo precursor at low temperatures in organic rigid glasses. An irreversible change into the linear configuration takes place as the media become soft at high temperatures.

References

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A.S. Nazran, E.J. Gabe, Y. LePage, D.J. Northcott, J.M. Park and D. Griller J. Am. Chem. Soc. 105 (1983), p. 2912. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (21)

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von V. Franzen and H.-I. Joschek Justus Liebigs Ann. Chem. 633 (1960), p. 7.

For the D and E parameters given in this paper read |D/(hc)| and |E/(hc)|, respectively. They were calculated from the observed resonance frequencies, Hx, Hy and Hz, by using the following equations: Hx2 = (Ho+D−E) (Ho−2E), Hy2 = (Ho+D+E) (Ho+2E), and Hz2 = (Ho±D)2−E2.

R.S. Hutton and H.D. Roth J. Am. Chem. Soc. 104 (1982), p. 7395. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (9)
A. Izuoka, S. Murata and H. lwamura Bull. Chem. Soc. Jpn. 57 (1984), p. 3526. Full Text via CrossRef

Diradicals having binaphthyl dimer or dibenzo[a,i]fluorene structures are some of the candidates. Dibenzo[a,i]fluorene itself is one of the pyrolysis products of 1.


Tetrahedron Letters
Volume 27, Issue 2, 1986, Pages 235-238
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