Organic photochemistry with 6.7-eV photons: rigid homoallylic alcohols. An inverse Norrish type II rearrangement

1980 ◽  
Vol 102 (22) ◽  
pp. 6872-6874 ◽  
Author(s):  
Joel Studebaker ◽  
R. Srinivasan ◽  
Jose A. Ors ◽  
Thomas Baum
Keyword(s):  
Type Ii ◽  
Homoallylic Alcohols ◽  
Norrish Type ◽  
Organic Photochemistry

Temperature Dependent Solvent Effects in Photochemistry of 1-Phenylpentan-1-ones

1999 ◽  
Vol 64 (12) ◽  
pp. 2007-2018 ◽  
Author(s):  
Petr Klán ◽  
Jaromír Literák
Keyword(s):  
Solvent Effects ◽  
Solvent Polarity ◽  
Structure Change ◽  
Type Ii ◽  
Temperature Dependent ◽  
Methyl Derivative ◽  
Methyl Substitution ◽  
Weak Bases ◽  
Norrish Type ◽  
Small Structure

Temperature dependent solvent effects have been investigated on the Norrish Type II reaction of 1-phenylpentan-1-one and its p-methyl derivative. Efficiencies of the photoreaction were studied in terms of solvent polarity and base addition as a function of temperature. Such a small structure change as the p-methyl substitution in 1-phenylpentan-1-one altered the temperature dependent photoreactivity in presence of weak bases. The experimental results suggest that the hydrogen bonding between the Type II biradical intermediate OH group and the solvent is weaker for 1-(4-methylphenyl)pentan-1-one than that for 1-phenylpentan-1-one at 20 °C but the interactions probably vanish in both cases at 80 °C.

Monoradical rearrangements of the 1,4-biradicals involved in Norrish type II photoreactions

1981 ◽  
Vol 103 (13) ◽  
pp. 3837-3841 ◽  
Author(s):  
Peter J. Wagner ◽  
Kou-Chang Liu ◽  
Y. Noguchi
Keyword(s):  
Type Ii ◽  
Norrish Type
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