ISSN:
0009-2940
Keywords:
Azo compounds, polycyclic
;
Denitrogenation
;
Pyrrolidines
;
Semibullvalenes
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Stereochemical Course of the Denitrogenation of Optically Active 9,10-Dihydro-5,6-diazalumibullvalene to Optically Active 3,4-DihydrosemibullvaleneThermal decomposition of optical active diazalumibullvalene derivative (+)-6 gives optical active dihydrosemibullvalene (+)-5. The absolute configurations of optical active 6 and 5 were determined by correlation to tricyclooctanone 9 and 2-cyclopentene-1-acetic acid (21), respectively. From these results it is concluded that thermal denitrogenation of 6 occurs by concerted six-electron cycloreversion competing most likely to a multi-step N2 elimination via the symmetrical diradical intermediates 8 and 7.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250821
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