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![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)
Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
GMP and AMP as methyl radical traps in the reaction with pentaamminemethylcobalt(III)
1Department of Life Sciences and Chemistry, Roskilde University, P.O. Box 260, DK-4000 Roskilde, Denmark. pkofod@ruc.dk
Abstract:
C8 methylation of the title purine nucleotides was achieved in near neutral aqueous solution by reaction with (13)C enriched [Co(NH(3))(5)(CH(3))](2+). This cation decomposes upon dissolution in water by release of a methyl radical. The latter was identified by electron spin resonance (ESR) spectroscopy as the PBN/(13)C(.-)H(3) adduct (PBN=phenyl-N-tert-butylnitrone). When the purine nucleotide was used in large excess, the efficiency of the trapping by the C8 atom was determined by integration of the (13)C NMR signals to be 20-25% for GMP and 15-20% for AMP, respectively, at 37 degrees C.
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