The [(p-cymene)RuCl(κ²C,N-{C_NHC-NH})]⁺X⁻ (C_NHC = thiazol-2-ylidene) complexes with a bidentate ligand (2: X = Cl and 3: X = PF₆) were prepared by a one-pot reaction of vitamin B1 (VB1, 1), Ag₂O and [(p-cymene)RuCl₂]₂. In the complexes, VB1 coordinates through C2 and the exocyclic N in the imino form with the κ2-(C,N) coordination mode. The complexes 2 and 3 are stable in the solid state, but slowly release p-cymene in solution. Furthermore, upon heating in polar solvents, 2 or 3 can be converted by ligand exchange reactions to produce [(L)₃RuCl(κ²C,N-{C_NHC-NH})]⁺PF₆⁻ (4: L = py).Robustness was improved remarkably for 4. The complex 4 is stable in the solid state and in solution. The complexes 2–4 have been identified by ¹H and ¹³C{¹H} 2D NMR spectroscopy and 2 and 4 were studied by X-ray crystallography. In an effort to develop a recyclable catalyst in water, 2–4 were evaluated for TH of ketones and aldehydes with an azeotropic mixture of HCOOH/Et₃N in water. The complexes 3 and 4 exhibited very good catalytic activity and 4 could be reused nine times without significant loss of activity, giving a high turnover frequency (TOF_50%(h⁻¹) = 1286).

中文翻译：

---

基于维生素 B1 的噻唑-2-亚基-Ru(II) 配合物：水中可回收的转移氢化催化剂

[( p -伞花烃)RuCl(κ ² C,N-{C _NHC -NH})] ⁺ X ⁻ (C _NHC = 噻唑-2-亚基) 与双齿配体 ( 2 : X = Cl 和3 : X=PF ₆ )由维生素B1(VB1, 1 )、Ag ₂ O和[( p-伞花烃)RuCl ₂ ] ₂的一锅反应制备。配合物中，VB1通过C2和亚氨基形式的环外N以κ2-(C,N)配位方式进行配位。配合物2和3在固态下是稳定的，但在溶液中缓慢释放对伞花烃。此外，在极性溶剂中加热时，2或3可以通过配体交换反应转化生成[(L) ₃ RuCl(κ ² C,N-{C _NHC -NH})] ⁺ PF ₆ ⁻ ( 4 : L = py). 4 的鲁棒性显着提高。配合物4在固态和溶液中都很稳定。配合物2-4已通过¹ H 和¹³ C{ ¹ H} 2D NMR 光谱进行鉴定，2和4通过 X 射线晶体学进行了研究。为了开发水中的可回收催化剂，使用 HCOOH/Et ₃ N的共沸混合物对水中的酮和醛的 TH 进行了2-4 次评估。配合物3和4表现出非常好的催化活性，配合物4可以重复使用九次而不会显着丧失活性，从而具有较高的周转频率（TOF _50% (h ^-1 ) = 1286）。