Protolytic and nucleophilic role of phosphoramidite method promoters
: Nurminen EJ, Mattinen JK, Lonnberg H
: 2002
Collection Symposium Series
CHEMISTRY OF NUCLEIC ACID COMPONENTS
: COLL SYMPOS SERIES
: 5
: 129
: 134
: 6
: 80-86241-16-5
The effect of promoters applied in phosphoramidite alcoholysis is based on both acid and nucleophilic catalysis. Observed Bronsted alpha values 0.6-0.9 and beta(nucl) value of 0.2 emphasise the importance of the acidic contribution. Still, highly nucleophilic azole activators of moderate acidity have shown excellent reactivity and should be considered as most promising alternatives to tetrazole as activators in oligonucleotide synthesis.