Deuteration of six-membered N-heteroarenes : chemistry and applications

Raju, Liju (author), Benedetto Tiz, Davide (author), Iles, Adrian (author), Košmrlj, Janez (author), Jansen-van Vuuren, Ross D. (author)

Six-membered N-heteroarenes (“6NHetAr”) play pivotal roles in the pharmaceutical, agrochemical, and materials science industries. In recent times, deuterium (D)-labelled 6NHetAr have demonstrated enhanced performance over their unlabelled counterparts. For example, VV116 and VX-984, approved therapeutics for the treatment of COVID-19 and cancer, and deuterated functional materials for use as ligands in catalysts and organometallic light-emitters. As interest in this field continues to grow, there is a corresponding need to develop more efficient, scalable, and sustainable approaches to deuterate 6NHetAr. In this work, we comprehensively review approaches developed for the incorporation of D into 6NHetAr, their fused counterparts, and complex compounds containing 6NHetAr. We also provide an overview of established and emerging applications for these materials.

• Language: English
• Keywords: deuteration, deuterium, deuterium-labelling, isotope-labelling, N-heteroarene, N-heteroaromatic compounds, pyridine, pyrimidine, pyrazine, pyridazine, quinoline, quinazoline, electron deficiency, triazine, tetrazine, organic electronics, pharmaceuticals, dyes, heteroaromatics, regioselectivity
• Work type: Article
• Typology: 1.02 - Review Article
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Publication status: Published
• Publication version: Version of Record
• Year: 2025
• Number of pages: 55 str.
• Numbering: Vol. 31, iss. 67, art. e02659
• PID: 20.500.12556/RUL-175821
• UDC: 547.8:546.11.027*2
• ISSN on article: 0947-6539
• DOI: 10.1002/chem.202502659
• COBISS.SI-ID: 255671299
• Publication date in RUL: 10.11.2025

Record is a part of a journal

• Title: Chemistry : a European journal
• Shortened title: Chemistry
• Publisher: Wiley, Chemistry Europe
• ISSN: 0947-6539
• COBISS.SI-ID: 16938501

Licences

• License: CC BY 4.0, Creative Commons Attribution 4.0 International
• Link: http://creativecommons.org/licenses/by/4.0/
• Description: This is the standard Creative Commons license that gives others maximum freedom to do what they want with the work as long as they credit the author.

Secondary language

• Language: Slovenian
• Keywords: deuteriranje, devterij, označevanje z devterijem, označevanje z izotopi, N-heteroaren, N-heteroaromatske spojine, piridin, pirimidin, pirazin, piridazin, kinolin, kinazolin, pomanjkanje elektronov, triazin, tetrazin, organska elektronika, farmacevtski izdelki, barvila