A1 Refereed original research article in a scientific journal
The effectivity of 1H-triazoles and -tetrazoles as activators in acid-catalyzed phosphoramidite alcoholysis
Authors: Nurminen EJ, Mattinen JK, Lonnberg H
Publisher: WILEY-V C H VERLAG GMBH
Publication year: 2003
Journal:: Helvetica Chimica Acta
Journal name in source: HELVETICA CHIMICA ACTA
Journal acronym: HELV CHIM ACTA
Volume: 86
Issue: 6
First page : 2005
Last page: 2008
Number of pages: 4
ISSN: 0018-019X
DOI: https://doi.org/10.1002/hlca.200390157
Abstract
The efficiency of 5-nitro-1,2,4-1H-triazole (3), 5-(methylthio)-1H-tetrazole (4), and 5-(4-nitrophenyl)-1H-tetrazole(5) as activators in phosphoramidite alcoholysis has been studied relative to 1H-tetrazole (6). Reactions of these azoles with diisopropyl (diisopropylamido)phosphite (1a) were followed in THF, and the rates were found to increase with increasing acidity of the azoles. The Bronsted a value of 0.7 determined for this dependence is in agreement with data published earlier.
The efficiency of 5-nitro-1,2,4-1H-triazole (3), 5-(methylthio)-1H-tetrazole (4), and 5-(4-nitrophenyl)-1H-tetrazole(5) as activators in phosphoramidite alcoholysis has been studied relative to 1H-tetrazole (6). Reactions of these azoles with diisopropyl (diisopropylamido)phosphite (1a) were followed in THF, and the rates were found to increase with increasing acidity of the azoles. The Bronsted a value of 0.7 determined for this dependence is in agreement with data published earlier.
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