109276-10-0Relevant academic research and scientific papers
Diels-Alder reactions of pinacol alkenylboronates: An experimental and theoretical study
Vallejos, Margarita M.,Grimblat, Nicolas,Pellegrinet, Silvina C.
, p. 36385 - 36400 (2014/12/09)
We have studied the Diels-Alder reactions of pinacol alkenylboronates with cyclopentadiene under two different sets of conditions: thermal heating at 170 °C in a pressure tube and with catalytic TFA (5 mol%) at 80 °C. Yields varied significantly from system to system and also for the uncatalyzed and catalyzed methodologies. Moderate to excellent exo-stereoselectivities were obtained in all cases. The theoretical study of the thermal reactions sheds some light on the intriguing substituent effects observed experimentally. A variety of substituted 5-norbornen-2-ols were easily generated by subsequent in situ oxidation of the cycloadducts with alkaline hydrogen peroxide. This journal is the Partner Organisations 2014.
1-PHENYLETHENOL: THE ENOL FORM OF ACETOPHENONE. PREPARATION, IONIZATION ENERGY AND THE HEAT OF FORMATION IN THE GAS PHASE
Turecek, Frantisek
, p. 4219 - 4222 (2007/10/02)
The enol form of acetophenone was generated in the gas phase and its ionization energy was determined as 8.01 +/- 0.03 eV.The heat of formation of the enol form was assessed as -46 +/- 6 kJ mol-1.The enol is destabilized against acetophenone by 41 kJ mol-1.
