The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate

Yılmaz, Ülkü; Kucukbay, Hasan

doi:10.3906/kim-1804-39

The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate

Ülkü YILMAZ, (İnönü Üniversitesi, Fen-Edebiyat Fakültesi, Kimya Bölümü, Malatya, Türkiye)

Hasan KÜÇÜKBAY (İnönü Üniversitesi, Fen-Edebiyat Fakültesi, Kimya Bölümü, Malatya, Türkiye)

Turkish Journal of Chemistry

1 0

Yıl: 2018 Cilt: 42 Sayı: 6 Sayfa Aralığı: 1706 - 1719 Metin Dili: İngilizce DOI: 10.3906/kim-1804-39 İndeks Tarihi: 29-11-2020

The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate

Öz:

Many benzimidazole salts bearing a 3-phenylpropyl substituent (1a–1h) were synthesized and their structureswere identified by 1 H NMR, 13 C NMR, and IR spectroscopic methods and elemental analysis. These N-heterocycliccarbene (NHC) precursors were used as a part of a catalytic system including Pd(OAc) 2 and the base in the Suzuki–Miyaura cross-coupling reaction under microwave irradiation. They were also used as catalysts in the cyclotrimerizationof phenyl isocyanate to yield 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione. It has been observed that benzimidazole saltsmade a positive contribution to both catalytic reactions as a NHC precursor.

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Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık

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APA	Yılmaz Ü, Kucukbay H (2018). The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. , 1706 - 1719. 10.3906/kim-1804-39
Chicago	Yılmaz Ülkü,Kucukbay Hasan The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. (2018): 1706 - 1719. 10.3906/kim-1804-39
MLA	Yılmaz Ülkü,Kucukbay Hasan The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. , 2018, ss.1706 - 1719. 10.3906/kim-1804-39
AMA	Yılmaz Ü,Kucukbay H The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. . 2018; 1706 - 1719. 10.3906/kim-1804-39
Vancouver	Yılmaz Ü,Kucukbay H The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. . 2018; 1706 - 1719. 10.3906/kim-1804-39
IEEE	Yılmaz Ü,Kucukbay H "The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate." , ss.1706 - 1719, 2018. 10.3906/kim-1804-39
ISNAD	Yılmaz, Ülkü - Kucukbay, Hasan. "The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate". (2018), 1706-1719. https://doi.org/10.3906/kim-1804-39

APA	Yılmaz Ü, Kucukbay H (2018). The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. Turkish Journal of Chemistry, 42(6), 1706 - 1719. 10.3906/kim-1804-39
Chicago	Yılmaz Ülkü,Kucukbay Hasan The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. Turkish Journal of Chemistry 42, no.6 (2018): 1706 - 1719. 10.3906/kim-1804-39
MLA	Yılmaz Ülkü,Kucukbay Hasan The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. Turkish Journal of Chemistry, vol.42, no.6, 2018, ss.1706 - 1719. 10.3906/kim-1804-39
AMA	Yılmaz Ü,Kucukbay H The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. Turkish Journal of Chemistry. 2018; 42(6): 1706 - 1719. 10.3906/kim-1804-39
Vancouver	Yılmaz Ü,Kucukbay H The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate. Turkish Journal of Chemistry. 2018; 42(6): 1706 - 1719. 10.3906/kim-1804-39
IEEE	Yılmaz Ü,Kucukbay H "The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate." Turkish Journal of Chemistry, 42, ss.1706 - 1719, 2018. 10.3906/kim-1804-39
ISNAD	Yılmaz, Ülkü - Kucukbay, Hasan. "The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate". Turkish Journal of Chemistry 42/6 (2018), 1706-1719. https://doi.org/10.3906/kim-1804-39