79135-57-2Relevant articles and documents
GENERATION OF AZULENE RADICAL CATION FROM ARYLALKYNES
Cooksey, Christopher J.,Courtneidge, John L.,Davies, Alwyn G.,Gregory, Peter S.,Evans, Jeffrey C.,Rowlands, Christopher C.
, p. 807 - 814 (2007/10/02)
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.