102795-82-4Relevant academic research and scientific papers
CYCLOPROPANOL FORMATION VIA β-HYDROGEN ATOM ABSTRACTION: THE FIVE MEMBERED TRANSITION STATE ANALOGUE OF THE NORRISH TYPE II REACTION
Ariel, Sara,Askari, Syed H.,Scheffer, John R.,Trotter, James
, p. 783 - 786 (1986)
Solution phase photolysis of the Diels-Alder adduct 3 formed between o-quinodimethane and 2,3-dimethyl-1,4-naphthoquinone affords, via β-hydrogen atom abstraction and closure of the resulting 1,3-biradical, the cyclopropanol 4.The cyclopropanol itself undergoes secondary photolysis initiated by a novel ring opening process.Irradiation of crystals of adduct 3 affords no detectable photoproducts.The crystal and molecular structure of 3 reveals that cyclopropanol formation in the solid state would involve prohibitive non-bonded steric interactions between lattice neighbors.
