ISSN:
1434-193X
Keywords:
Enyne pyrolysis
;
13C,D labelling
;
Alkenylidene carbenes
;
1,2-Styryl migration
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The thermal conversion of [4-13C,4-D]- (1) and [4-13C]-1-phenyl-1-buten-3-yne (7) has been studied in a quartz tubular reactor at 650 °C (1, in the presence of N2 and N2/toluene, respectively) and at 600 and 620 °C (mixture of 1 and 7, in N2 only) at a reaction time of approximately 0.3 s. The liquid pyrolyzates were analyzed spectroscopically. By means of a special calculation method reported recently, the naphthalene isotopomers formed by reaction pathways other than those proceeding via cinnamylidene carbenes were arithmetically eliminated and the reaction events proceeding via carbene intermediates were mechanistically analyzed. The result of this analysis undoubtedly suggests a complex reaction in which the rates of the partial reactions may be placed in the following order: 1,2-D(H) 〉〉 1,2-styryl 〉 1,6-C,H.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
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