Benzimidazol-2-ylidene ruthenium complexes for C–N bond formation through alcohol dehydrogenation
Küçük Resim Yok
Tarih
2023
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
TUBITAK
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
A low temperature hydrogen borrowing approach to generate secondary amines using benzimidazole-based N-heterocyclic carbene (BNHC) ruthenium complexes is reported. A series of the piano-stool complexes of the type [(?6-p-cymene)(BNHC)RuCl2] (1a–g) were synthesized via one-pot reaction of the NHC salt precursor, Ag2O, and [RuCl2(p-cymene)]2 and characterized using conventional spectroscopic techniques. The geometry of two precursors, [(?6-p-cymene)(Me4BnMe2BNHCCH2OxMe)RuCl2] (1f) and [(?6-pcymene)(Me5BnMe2BNHCCH2OxMe)RuCl2] (1g), was studied by single crystal X-ray diffraction. These catalysts were found to dehydrogenate alcohols efficiently at temperatures as low as 50 °C to allow Schiff-base condensation and subsequent imine hydrogenation to afford secondary amines. Notably, this ruthenium-based procedure enables the N-alkylation of aromatic and heteroaromatic primary amines with a wide range of primary alcohols in excellent yields of up to 98%. The present methodology is green and water is liberated as the sole byproduct. © TÜBİTAK.
Açıklama
Anahtar Kelimeler
amine alkylation, Benzimidazol-2-ylidenes, C–N bond formation, mild conditions, ruthenium complexes
Kaynak
Turkish Journal of Chemistry
WoS Q Değeri
Scopus Q Değeri
Q3
Cilt
47
Sayı
5
