Towards structurally versatile mesoionic N-heterocyclic olefin ligands and their coordination to palladium, gold, and boron hydride

Ževart, Tisa (author), Pinter, Balazs (author), Lozinšek, Matic (author), Urankar, Damijana (author), Jansen-van Vuuren, Ross D. (author), Košmrlj, Janez (author)

We have developed an efficient and versatile approach for the synthesis of a family of 1,2,3-triazole-based mesoionic N-heterocyclic olefin (mNHO) ligands and investigated their coordination to palladium, gold, and boron hydride experimentally and computationally. We reacted mNHOs obtained through deprotonation of the corresponding methylated and ethylated 1,3,4-triaryl-1,2,3-triazolium salts with [Pd(allyl)Cl]$_2$ to give the corresponding [Pd(η$^3$-allyl)Cl(mNHO)] coordination complexes. $^{13}$C NMR data revealed the strong σ-donor character of the mNHO ligands, consistent with the calculated bond orders and atom-condensed charges. Furthermore, we also synthesized [AuCl(mNHO)] and a BH$_3$–mNHO adduct by reacting the triazolium salts with AuCl(SMe$_2$) and BH$_3$·THF, respectively. The BH$_3$–mNHO adduct was tested in the reduction of select aldehydes and ketones to alcohols.

• Language: English
• Keywords: coordination, boron hydride
• Work type: Article
• Typology: 1.01 - Original Scientific Article
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Publication status: Published
• Publication version: Version of Record
• Year: 2024
• Number of pages: Str. 8915-8925
• Numbering: Vol. 53, iss. 21
• PID: 20.500.12556/RUL-160079
• UDC: 546
• ISSN on article: 1477-9234
• DOI: 10.1039/D4DT00195H
• COBISS.SI-ID: 191441667
• Publication date in RUL: 16.08.2024

Record is a part of a journal

• Title: Dalton transactions
• Shortened title: Dalton trans
• Publisher: Royal Society of Chemistry
• ISSN: 1477-9234
• COBISS.SI-ID: 519833113

Licences

• License: CC BY 3.0, Creative Commons Attribution 3.0 Unported
• Link: https://creativecommons.org/licenses/by/3.0/deed.en
• Description: You are free to reproduce and redistribute the material in any medium or format. You are free to remix, transform, and build upon the material for any purpose, even commercially. You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use. You may not apply legal terms or technological measures that legally restrict others from doing anything the license permits.

Secondary language

• Language: Slovenian
• Keywords: koordinacija, borov hidrid