Araştırma Makalesi

A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions

Cilt: 17 Sayı: 4 29 Aralık 2021
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A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions

Öz

1-(2,5-dimethylbenzyl)benzimidazole (1) and 1,3-bis(2,5-dimethylbenzyl)benzimidazolium chloride (2) were prepared. The reaction of 2 with Pd(OAc)2, LiCl and Et3N gave [PdCl2{1,3-bis(2,5-dimethylbenzyl)benzimidazolin-2-ylidene}(PPh3)] (3) complex. The prepared compounds were characterized by NMR, FT-IR, elemental analysis and also LC-MSMS (for 3). The palladium complex 3 was used as catalyst in Suzuki –Miyaura cross-coupling reactions of some aryl bromides and chlorides with phenylboronic acid.

Anahtar Kelimeler

Kaynakça

  1. 1. Miyaura, N, Yamada, K, Suzuki, A. 1979. A new stereospecific cross-coupling by the palladium-catalyzed reaction of 1-alkenylboranes with 1-alkenyl or 1-alkynyl halides. Tetrahedron Letters; 20(36): 3437-3440.
  2. 2. Miyaura, N, Suzuki, A. 1979. Stereoselective synthesis of arylated (E)-alkenes by the reaction of alk-1-enylboranes with aryl halides in the presence of palladium catalyst. Journal of the Chemical Society, Chemical Communications; 19: 866-867.
  3. 3. Pagett, AB, Lloyd-Jones, GC. Suzuki–Miyaura cross-coupling. In: Denmark SE et al. (ed.) Organic Reactions, Wiley, UK, 2019, pp 547-620.
  4. 4. Talukder, MM, Cue, JMO, Miller, JT, Gamage, PL, Aslam, A, McCandless, GT, Biewer, MC, Stefan, MC. 2020. Ligand steric effects of α-diimine nickel(II) and palladium(II) complexes in the Suzuki–Miyaura cross-coupling reaction. ACS Omega; 5(37): 24018-24032.
  5. 5. D’Accriscio, F, Ohleier, A, Nicolas, E, Demange, M, Boullay, OTD, Saffon-Merceron, N, Fustier-Boutignon, M, Rezabal, E, Frison, G, Nebra, N, Mezailles, N. 2020. [(dcpp)Ni(η2-Arene)] precursors: Synthesis, reactivity, and catalytic application to the Suzuki–Miyaura reaction. Organometallics; 39(10): 1688-1699.
  6. 6. Ansari, RM, Kumar, LM, Bhat, BR. 2018. Air-stable cobalt(II) and nickel(II) Complexes with schiff base Ligand for catalyzing Suzuki–Miyaura cross-coupling reaction. Russian Journal of Coordination Chemistry; 44: 1-8.
  7. 7. Key, RJ, Tengco, JMM, Smith, MD, Vannucci, AK. 2019. A molecular/heterogeneous nickel catalyst for Suzuki–Miyaura coupling. Organometallics; 38(9): 2007-2014.
  8. 8. Ansari, RM, Bhat, BR. 2017. Schiff base transition metal complexes for Suzuki–Miyaura cross-coupling reaction. Journal of Chemical Sciences; 129: 1483-1490.

Ayrıntılar

Birincil Dil

İngilizce

Konular

Mühendislik

Bölüm

Araştırma Makalesi

Yayımlanma Tarihi

29 Aralık 2021

Gönderilme Tarihi

24 Mayıs 2021

Kabul Tarihi

23 Kasım 2021

Yayımlandığı Sayı

Yıl 2021 Cilt: 17 Sayı: 4

Kaynak Göster

APA
Demir Atlı, D. (2021). A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions. Celal Bayar University Journal of Science, 17(4), 405-415. https://doi.org/10.18466/cbayarfbe.941916
AMA
1.Demir Atlı D. A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions. Celal Bayar University Journal of Science. 2021;17(4):405-415. doi:10.18466/cbayarfbe.941916
Chicago
Demir Atlı, Deniz. 2021. “A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions”. Celal Bayar University Journal of Science 17 (4): 405-15. https://doi.org/10.18466/cbayarfbe.941916.
EndNote
Demir Atlı D (01 Aralık 2021) A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions. Celal Bayar University Journal of Science 17 4 405–415.
IEEE
[1]D. Demir Atlı, “A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions”, Celal Bayar University Journal of Science, c. 17, sy 4, ss. 405–415, Ara. 2021, doi: 10.18466/cbayarfbe.941916.
ISNAD
Demir Atlı, Deniz. “A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions”. Celal Bayar University Journal of Science 17/4 (01 Aralık 2021): 405-415. https://doi.org/10.18466/cbayarfbe.941916.
JAMA
1.Demir Atlı D. A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions. Celal Bayar University Journal of Science. 2021;17:405–415.
MLA
Demir Atlı, Deniz. “A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions”. Celal Bayar University Journal of Science, c. 17, sy 4, Aralık 2021, ss. 405-1, doi:10.18466/cbayarfbe.941916.
Vancouver
1.Deniz Demir Atlı. A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions. Celal Bayar University Journal of Science. 01 Aralık 2021;17(4):405-1. doi:10.18466/cbayarfbe.941916