Substituent Effects on the Basicity of 3,7-Diazabicyclo[3.3.1]nonanes
2006 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 71, no 19, 7155-7164 p.Article in journal (Refereed) Published
Basicity constants for a series of 3,7-diazabicyclo[3.3.1] nonane derivatives in acetonitrile with a variation over 13 orders of magnitude have been determined using a spectrophotometric titration technique. An excellent correlation between basicity and calculated proton affinities obtained at PCM-B3LYP/6-31+G-(d)//B3LYP/6-31G(d) level was found. The results are discussed in terms of substituent effects and compared to N-15 NMR chemical shifts.
Place, publisher, year, edition, pages
2006. Vol. 71, no 19, 7155-7164 p.
IdentifiersURN: urn:nbn:se:uu:diva-94219DOI: 10.1021/jo0604991ISI: 000240371900004OAI: oai:DiVA.org:uu-94219DiVA: diva2:167998