Substituted 2-(2''-pyridyl)benzimidazole palladium(II) complexes as an efficient catalytic system for Suzuki--Miyaura cross-coupling reactions

MAHMUT ULUSOY; NURDAL ÖNCEL; Emine AYTAR

Makale detayları

Substituted 2-(2''-pyridyl)benzimidazole palladium(II) complexes as an efficient catalytic system for Suzuki--Miyaura cross-coupling reactions

Yazarlar:

MAHMUT ULUSOY | NURDAL ÖNCEL | Emine AYTAR

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2015 Vol.39 Issue 6, pp.1289-1299

Belge Tipi:

Makale

Yayın Tarihi:

12/2015

Belge Dili:

Türkçe

Document ID (Org No.):

2000726746

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

A new series of N,NN,NN,N-type 2-(2'-pyridyl)benzimidazole ligands (\textbf{2A}11_{\mathbf{1}},\textbf{ 2A}22_{\mathbf{2}},\textbf{ 3B}11_{\mathbf{1}},\textbf{ 3B}22_{\mathbf{2}},\textbf{ 3B}33_{\mathbf{3}}, and\textbf{ 4C}1)1)_{\mathbf{1}}) and their Pd(II) complexes (\textbf{5A}11_{\mathbf{1}},\textbf{ 5A}22_{\mathbf{2}},\textbf{ 6B}11_{\mathbf{1}},\textbf{ 6B}22_{\mathbf{2}},\textbf{ 6B}33_{\mathbf{3}}, and\textbf{ 7C}1)1)_{\mathbf{1}}) were prepared and characterized by conventional spectroscopic methods and elemental analyses. The incorporation of NNN-coordinated benzimidazole complexes of palladium gave high catalytic activity in the Suzuki--Miyaura coupling of aryl halides substrates. After determining the best active catalyst as \textbf{5A}11_{\mathbf{1}}, bearing the mesityl substituent on the benzimidazole ring with the Pd(II) ion, optimization studies were carried out via changing the substrate, base, time, atmosphere, and the effect of water. The DMF:H22_{2}O (4/1) and Cs22_{2}CO33_{3} as base were found to be critical for the efficiency of the reaction yield (100{\%}).

 

A new series of N,NN,NN,N-type 2-(2'-pyridyl)benzimidazole ligands (\textbf{2A}11_{\mathbf{1}},\textbf{ 2A}22_{\mathbf{2}},\textbf{ 3B}11_{\mathbf{1}},\textbf{ 3B}22_{\mathbf{2}},\textbf{ 3B}33_{\mathbf{3}}, and\textbf{ 4C}1)1)_{\mathbf{1}}) and their Pd(II) complexes (\textbf{5A}11_{\mathbf{1}},\textbf{ 5A}22_{\mathbf{2}},\textbf{ 6B}11_{\mathbf{1}},\textbf{ 6B}22_{\mathbf{2}},\textbf{ 6B}33_{\mathbf{3}}, and\textbf{ 7C}1)1)_{\mathbf{1}}) were prepared and characterized by conventional spectroscopic methods and elemental analyses. The incorporation of NNN-coordinated benzimidazole complexes of palladium gave high catalytic activity in the Suzuki--Miyaura coupling of aryl halides substrates. After determining the best active catalyst as \textbf{5A}11_{\mathbf{1}}, bearing the mesityl substituent on the benzimidazole ring with the Pd(II) ion, optimization studies were carried out via changing the substrate, base, time, atmosphere, and the effect of water. The DMF:H22_{2}O (4/1) and Cs22_{2}CO33_{3} as base were found to be critical for the efficiency of the reaction yield (100{\%}).

Makale detayları

Substituted 2-(2''-pyridyl)benzimidazole palladium(II) complexes as an efficient catalytic system for Suzuki--Miyaura cross-coupling reactions

Yazarlar: MAHMUT ULUSOY | NURDAL ÖNCEL | Emine AYTAR

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2015 Vol.39 Issue 6, pp.1289-1299

Belge Tipi: Makale

Yayın Tarihi: 12/2015

Belge Dili: Türkçe

Document ID (Org No.): 2000726746

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

MAHMUT ULUSOY | NURDAL ÖNCEL | Emine AYTAR

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2015 Vol.39 Issue 6, pp.1289-1299

Belge Tipi:

Makale

Yayın Tarihi:

12/2015

Belge Dili:

Türkçe

Document ID (Org No.):

2000726746

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527