1,5-(1,7)-Biradicals and Nitrenes Formed by Ring Opening of Hetarylnitrenes

2013 ◽  
Vol 66 (3) ◽  
pp. 286 ◽  
Author(s):  
Curt Wentrup ◽  
David Kvaskoff

Several aromatic and heteroaromatic nitrenes and carbenes undergo photochemical and sometimes also thermal ring opening. Depending on benz-annelation, the ring-opened species may have the character of either nitrenes (for α-annelation) or 1,5-(1,7-)-biradicals (for β-annelation). Both types have been observed, and they are clearly distinguished by their characteristic electron spin resonance spectra. In addition, ring opening of hetarylnitrenes to nitrile ylides can be observed whenever there is a meta-relationship between a ring nitrogen atom and the nitrene (or carbene) centre. The factors governing the two types of ring opening have been investigated. The nitrenes and carbenes are generated by either low temperature Ar matrix photolysis or flash vacuum thermolysis of azides, tetrazoles, triazoles, or diazo compounds with matrix isolation of the products.


1982 ◽  
Vol 36 (1) ◽  
pp. 52-57 ◽  
Author(s):  
L. S. Singer ◽  
I. C. Lewis

The applications of electron spin resonance (ESR) to carbonaceous materials are reviewed. The stable paramagnetic species observed in the products of low-temperature pyrolysis are odd-alternate neutral free radicals, whereas the unpaired spins of higher temperature carbons and graphites are primarily conduction electrons. The variety of ESR properties and phenomena requires special attention to techniques of measurement and interpretations of results. The relevance to the carbonization process of the free radicals observed by ESR is also discussed.





1973 ◽  
Vol 5 (4) ◽  
pp. 351-360 ◽  
Author(s):  
K.D. Haase ◽  
D. Schulte-Frohlinde ◽  
P. Kouřím ◽  
K. Vacek


The electron spin resonance and optical absorption spectra of crystals of KCl containing silver impurity ions were examined after the crystals had been X -irradiated at 77 °K. It is shown that the silver impurity ions act as traps for both electrons and positive holes. A description is given of the annealing behaviour of the crystals after low-temperature irradiation.







1991 ◽  
Vol 58 (21) ◽  
pp. 2417-2419 ◽  
Author(s):  
W. L. Warren ◽  
F. C. Rong ◽  
E. H. Poindexter ◽  
J. Kanicki ◽  
G. J. Gerardi


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