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7615982 
Journal Article 
The search for remote substituent effects on radical cation-nucleophile combination reactions 
Parker, VD; Handoo, K; Zheng, G; Wang, HJ; , 
1997 
Yes 
Acta Chemica Scandinavica
ISSN: 0904-213X
EISSN: 1902-3103 
MUNKSGAARD INT PUBL LTD 
COPENHAGEN 
51 
8 
869-872 
English 
WOS:A1997XQ68600009 
The possibility that remote steric interactions between the peri hydrogen atoms at the 1,8-positions with 9-alkyl groups enhance the reactivities of 9-alkylanthracene radical cations toward nucleophiles has been examined by electrochemical kinetic techniques. Of a series of 9-alkylanthracene radical cation reactions with pyridine, the remote steric effect was only observed with the 9-tert-butyl derivative, and this resulted in a 10-fold rate enhancement. 9-tert-Butylanthracene radical cation was also observed to undergo a unimolecular decomposition reaction in 1,1,1,3,3,3-hexafluoropropan-2-ol to give anthracene and a butyl fragment. The latter reaction exhibits an Arrhenius activation energy of 8.2 kcal mol(-1).