59777-92-3Relevant academic research and scientific papers
LIGHT-MEDIATED TRANSFORMATIONS OF OLEFINS INTO ALCOHOLS: REACTIONS OF HYDROXYL RADICALS WITH CYCLOALKENES
Sonawane, H. R.,Nanjundiah, B. S.,Kelkar, R. G.
, p. 6673 - 6682 (2007/10/02)
Reactions of hydroxyl radicals, generated by photodecomposition of hydrogen peroxide in acetonitrile, with a wide variety of cycloalkenes have been examined.The results show that the major reaction is the addition of hydroxyl radicals to the less substituted end of the double bond, furnishing the secondary alcohols.The reactivity pattern and the observed regio- and stereoselectivity clearly reveal that the steric parameters associated with the substrates play a dominant role in directing the addition reactions.More importantly, this study led to the development of a new methodology for the facile conversions of olefins essentially into secondary alcohols, and includes a few examples which demonstrate the potential of the method.
Photo-induced Reactions of Some Epoxides in Isopropanol: Effect of Structural Parameters on Photoreduction and Photosolvolysis
Sonawane, H. R.,Sethi, S. C.,Merchant, S. N.
, p. 934 - 939 (2007/10/02)
Competing photoreduction and photosolvolysis reactions have been observed in the photolysis of a number of epoxides (1-8).Certain epoxides display extreme photobehaviour; photosolvolysis is the exclusive process in 5 and 7 whereas 8 undergoes only photoreduction.A novel photo-Wagner-Meerwein rearrangement occurs in the photosolvolysis of benzonorbornene epoxide (7).Mechanisms involving radical and ionic intermediates are discussed.
