Change search
ReferencesLink to record
Permanent link

Direct link
Computational study of the amination of halobenzenes and phenylpentazole. A viable route to isolate the pentazolate anion?
KTH, Superseded Departments, Chemistry.
KTH, Superseded Departments, Chemistry.ORCID iD: 0000-0003-2673-075X
2004 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 69, no 9, 3222-3225 p.Article in journal (Refereed) Published
Abstract [en]

Amination of halobenzenes, which proceeds via the benzyne intermediate (1), has been studied using quantum chemical methods. The computational data are in agreement with experimentally observed trends in reactivity and provide a qualitative explanation for the observed hydrogen isotope effects. To investigate if this is a viable way to isolate the pentazolate anion (2), the reactivities of the halobenzenes have been compared to phenylpentazole (3). The reaction energetics for phenylpentazole become favorable after complexation with Zn2+.

Place, publisher, year, edition, pages
2004. Vol. 69, no 9, 3222-3225 p.
Keyword [en]
polarizable continuum model, potassium-amide, molecules, n-4, derivatives, mechanism, solvation, entropies, chemistry, ammonia
National Category
Chemical Sciences
URN: urn:nbn:se:kth:diva-23390DOI: 10.1021/jo035740fISI: 000221268200046ScopusID: 2-s2.0-2142821415OAI: diva2:342088
QC 20100525Available from: 2010-08-10 Created: 2010-08-10 Last updated: 2011-11-01Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textScopus

Search in DiVA

By author/editor
Carlqvist, PeterBrinck, Tore
By organisation
In the same journal
Journal of Organic Chemistry
Chemical Sciences

Search outside of DiVA

GoogleGoogle Scholar
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

Altmetric score

Total: 30 hits
ReferencesLink to record
Permanent link

Direct link