Direct arylation of Heteroarenes via Palladium-PEPPSI-NHC type Complexes

Creative Commons License

Karaca E. Ö., Evren E., Gürbüz N., Özdemir İ.

NCC-8 National Catalysis Congress, Ankara, Türkiye, 9 - 12 Eylül 2021, ss.94

  • Yayın Türü: Bildiri / Özet Bildiri
  • Basıldığı Şehir: Ankara
  • Basıldığı Ülke: Türkiye
  • Sayfa Sayıları: ss.94
  • İnönü Üniversitesi Adresli: Evet

Özet


 


Direct arylation of Heteroarenes via Palladium-PEPPSI-NHC type Complexes


Emine Özge Karaca1* Enes Evren1,2, Nevin Gürbüz1,2, İsmail Özdemir1,2


 


1Catalysis Research and Application Center, İnönü University, Malatya, Turkey.


2Department of Chemistry, Faculty of Science and Art, İnönü University, Malatya, Turkey.


*emine.ozcan@inonu.edu.tr


 


 


The growing industry interest in bi(hetero)arenes compounds prompted us to synthesize them via a homogeneous catalytic route using Pd PEPPSI-type complexes via direct arylation.[1] In comparison to phosphine and N-donor ligands, palladium NHC complexes have strong electron donor and flexible steric bulkiness properties. However, hydrolytic instability exists in Palladium NHC complexes as well. As a result, their use in cross-coupling reactions was underutilized. To address this issue, a new class of NHC called PEPPSI type complexes was introduced. These complexes have a thrown-away pyridine ligand that is loosely bound and can easily create space for the incoming substrate. These complexes are simple to make and use in catalytic activity, particularly in the direct arylation of five-member heterocyclic compounds.[2,3] 


In this work, the four new Pd PEPPSI-type complexes (Fig. 1.) bearing NHC spectator ligands were synthesized and characterized by spectroscopic techniques. All these newly synthesized Pd-carbene complexes were found significantly active as catalysts toward direct arylation of five members heterocyclic compounds.



Fig. 1.


 


Çalışma İnönü Üniversitesi Bilimsel Araştırmalar Proje Birimi (FCD-2019-1985) tarafından desteklenmiştir.


References


[1] M. Moradi, R. Karimzadeh, E.S. Moosavi, Fuel, 217 (2018) 467-477.


[2] BP Statistical Review of World Energy. https://www.bp.com/content/dam/bp/business-sites/en/global/corporate/pdfs/energy-economics/statistical-review/bp-stats-review-2018-full-report.pdf (Accessed 10 January 2020)


[3] Catalysis: An Integrated Textbook for Students, First Edition. Edited by Ulf Hanefeld and Leon Lefferts. 2018 Wiley-VCH Verlag GmbH & Co. KGaA.