Record number :
1638905
Title of article :
Electro-organic reactions. Part 52: Diels–Alder reactions in aqueous solution via electrogenerated quinodimethanes
Author/Authors :
Utley، نويسنده , , James H.P and Oguntoye، نويسنده , , Erada and Smith، نويسنده , , Carmen Z and Wyatt، نويسنده , , Peter B، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2000
Pages :
6
From page :
7249
To page :
7254
Abstract :
ortho-Quinodimethanes (o-QDMs) are conveniently generated cathodically in aqueous electrolyte in the presence of N-methylmaleimide, which acts as both redox mediator and dienophile. endo-Diels–Alder adducts are formed efficiently and rapidly and competition from electrohydrodimerisation of N-methylmaleimide is completely suppressed. Kinetic and coulometric evidence suggests that initial electron transfer is to a complex between the o-QDM precursor and N-methylmaleimide (hydrophobic packing).
Keywords :
Diels–Alder reactions , Electrochemical reactions , Reduction , solvents and solvent effects
Journal title :
Tetrahedron Letters
Link To Document :