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Cyanosilylation of Aromatic Aldehydes by Cationic Ruthenium(II) Complexes of Benzimidazole-Derived O-Functionalized N-Heterocyclic Carbenes at Ambient Temperature under Solvent-Free Conditions.

ABSTRACT: A series of ruthenium complexes, namely, [{1-(N-R₁-2-acetamido)-3-(R₂)-benzimidazol-2-ylidine}Ru(p-cymene)Cl]Cl, where {R₁ = 2,6-(i-Pr)₂C₆H₃, R₂ = i-Pr (1c); R₁ = 2,6-(i-Pr)₂C₆H₃, R₂ = Et (2c); R₁ = 2,4,6-(CH₃)₃C₆H₂, R₂ = Et (3c)}, of benzimidazole-derived N/O-functionalized N-heterocyclic carbene ligands successfully carried out the cyanosilylation reaction of aromatic aldehydes and heteroaryl aldehydes with trimethylsilyl cyanide, providing good to excellent yields (ca. 60-95%) at room temperature under solvent-free condition. The ruthenium (1-3)c complexes were synthesized from the silver (1-3)b analogues in ca. 67-80% yields. The silver (1-3)b complexes exhibited an argentophilic d ¹⁰···d ¹⁰ interaction in its dinuclear macrometallacyclic motif, as observed by a short Ag···Ag contact of 3.1894(3) Å in single-crystal X-ray diffraction studies for a representative silver complex 2b and also in photoluminescence studies that showed characteristic emission band(s) at ca. 534-536 nm in the CHCl₃ solution and at ca. 482-487 and 530-533 nm in the solid state.

SUBMITTER: Kumar D

PROVIDER: S-EPMC6641528 | biostudies-literature |

REPOSITORIES: biostudies-literature

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