Palladium complexes with cinnamyl and ionizable N-heterocyclic carbene ligands in the catalysis of the Suzuki—Miyaura reaction at room temperature

Palladium complexes with cinnamyl and ionizable N-heterocyclic carbene ligands in the catalysis of the Suzuki—Miyaura reaction at room temperature Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2025, Volume: 74, Number: 3, Pages: 696-706 Pages count : 11 DOI: 10.1007/s11172-025-4563-0

Authors

Chernenko A.Yu. ¹ , Minyaev M.E. ² , Chernyshev V.M. ^1,3

Affiliations

1	M. I. Platov South-Russian State Polytechnic University (NPI), 132 ul. Prosveschenya, 346428, Novocherkassk, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
3	Skolkovo Institute of Science and Technology, 30 Bolshoy bul., Skolkovo, Moscow, 121205, Russian Federation

The complexes [Pd(NHC)(cin)Cl] containing nitron-type N-heterocyclic carbene (NHC) ligands were synthesized. These ligands can acquire an anionic character due to the deprotonation of the NH-acidic arylamino group. The catalytic activity of the new complexes in the Suzuki—Miyaura reaction was evaluated. The η3-coordinated cinnamyl (cin) ligand, which is present in the complexes and acts as a reducing agent of Pd(ii) to Pd(0) in the presence of bases, promotes the rapid activation of the catalytic system. The complex with the 2,4-bis[2,6-diisopropylphenyl]-5-{[2,6-diisopropylphenyl]amino}-2,4-dihydro-3H-1,2,4-triazol-3-ylidene ligand showed a high efficiency in the catalysis of the cross-coupling of arylboronic acids with deactivated aryl chlorides and benzyl chlorides at 25 °C.

Chernenko A.Y. , Minyaev M.E. , Chernyshev V.M.
Palladium complexes with cinnamyl and ionizable N-heterocyclic carbene ligands in the catalysis of the Suzuki—Miyaura reaction at room temperature
Russian Chemical Bulletin. 2025. V.74. N3. P.696-706. DOI: 10.1007/s11172-025-4563-0 WOS Scopus OpenAlex

≡ Web of science:	WOS:001478277500012
≡ Scopus:	2-s2.0-105003863718
≡ OpenAlex:	W4409870749