TY  - JOUR
TI  - Benzimidazol-2-ylidene ruthenium complexes for C–N bond formation through alcohol dehydrogenation
AB  - 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 $[(η^6-p-cymene)(BNHC)RuCl_2]$ (1a–g) were synthesized via one-pot reaction of the NHC salt precursor, $$Ag_2O, and [RuCl_2(p-cymene)]_2$ and characterized using con- ventional spectroscopic techniques. The geometry of two precursors, $[( η^6-p-cymene)(^{Me4Bn}Me2BNHC^{CH2OxMe})RuCl2]$ ( 1f) and $[( η^6-p- cymene)(^{Me5Bn}Me_2BNHC^{CH2OxMe})RuCl_2]$ (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.
AU  - Nawaz, Zahid
AU  - Gürbüz, Nevin
AU  - Naveed, Muhammad
AU  - Özdemir, Namık
AU  - Cetinkaya, Bekir
AU  - Özdemir, İsmail
DO  - 10.55730/1300-0527.3606
PY  - 2023
JO  - Turkish Journal of Chemistry
VL  - 47
IS  - 5
SN  - 1300-0527
SP  - 1209
EP  - 1223
DB  - TRDizin
UR  - http://search/yayin/detay/1208488
ER  -