Journal of Organic Chemistry p. 1336 - 1340 (1983)
Update date:2022-08-11
Topics:
Madison, Stephen A.
Chen, Ruth
Keehn, Philip M.
The laser-induced chemistry of 3-buten-1-ol (1), 3-butyn-1-ol (2), 3,4-pentadien-1-ol (3), 2-isopropenyl-5-methylcyclohexanol (l-isopulegol; 4), and 1,5-hexadien-3-ol (5) is described.Retro-ene reactions occur in all cases, though with compound 5 a competitive oxy-Cope reaction is also observed.The reactions are generally clean and give rise to conversions in the range of 48-78 percent after 300-500 pulses.In these reactions between 2-10 photons are absorbed per molecule per pulse, and in some instances as much as 40 percent conversion is obtained after five pulses.The laser-induced chemistry seems to follow the known thermal chemistries of these systems.
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Doi:10.1021/jo01056a528
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