The Generation of Azulene Radical Cations from Arylalkynes
Arylalkynes ArCCR (R = alkyl or aryl) undergo one-electron oxidation with dimerization and rearrangement to show the e.s.r. spectra of the corresponding azulene radical cations.
Cooksey, Christopher J.,Courtneidge, John L.,Davies, Alwyn G.,Evans, Jeffrey C.,Gregory, Peter S.,Rowlands, Christopher C.
GENERATION OF AZULENE RADICAL CATION FROM ARYLALKYNES
If a diarylalkyne 4-XC6H4CCR (R=Ph, 4-MeC6H4, or 4-ButC6H4) or 1-phenylpropyne in trifluoroacatic acid containing mercury(II) trifluoroacetate is irradiated with u.v. light filtered through Pyrex glass, the e.s.r. spectrum of the corresponding azulene can be obsreved.The azulenes have been isolated and converted back into their radical cations by irradiation in trifluoroacetic acid, or in dichloromethane containing (4-BrC6H4)3N+. or (2,4-Br2C6H3)3N+..Possible mechanisms by which the azulenes are formed the alkynes are discussed.
Cooksey, Christopher J.,Courtneidge, John L.,Davies, Alwyn G.,Gregory, Peter S.,Evans, Jeffrey C.,Rowlands, Christopher C.
p. 807 - 814
(2007/10/02)
More Articles about upstream products of 117953-25-0