67459-71-6Relevant academic research and scientific papers
ON THE DIRECT METALATION OF ISOPRENE
Klusener, P. A. A.,Tip, L.,Brandsma, L.
, p. 2041 - 2064 (2007/10/02)
Isoprene has been metalated in tetrahydrofuran with an excess of sterically hindered potassium dialkylamides, prepared by combining equimolar amounts of the corresponding lithium amide and potassium tert-butoxide.Subsequent reaction with oxirane, alkyl bromides, and pivaldehyde gave the expected coupling products in reasonable yields.Coupling with (CH3)2CHCH2CH=O and (CH3)2C=CHCH=O afforded the bark beetle pheromones (+/-)-ipsenol and (+/-)-ipsdienol in low yields.
BESTIMMUNG DER IONENPAAR-BASIZITAT VON LITHIUM- UND KALIUMAMIDEN
Ahlbrecht, Hubertus,Schneider, Gunther
, p. 4729 - 4742 (2007/10/02)
Ion pair basicities of lithio and potassio salts of some secondary amines were determined by equilibration with benzyl compounds.With these bases it is possible to span a range of about 19 pK-units from pK = 27 up to 46.The structural dependence of thermodynamic as well as kinetic basicity is discussed.Some new effective amide bases for preparative purposes are recommended.For the first time the pK-value of toluene has been determined by direct equilibration.It amounts to 40.7 in tetrahydrofuran.
