Synthesis, Structure, and Reactivity of Rhodium and Iridium Complexes of the Chelating Bis-Sulfoxide tBuSOC2H4SOtBu. Selective O-H Activation of 2-Hydroxy-isopropyl-pyridine was written by Schaub, Thomas;Diskin-Posner, Yael;Radius, Udo;Milstein, David. And the article was included in Inorganic Chemistry in 2008.Reference of 1122-71-0 This article mentions the following:
The chloro-bridged Rh and Ir complexes [M2(BTSE)2Cl2] (M = Rh 1, Ir 2) bearing the chelating bis-sulfoxide tBuSOC2H4SOtBu (BTSE) were prepared by the reaction of [M2(COE)4Cl2] (M = Rh, Ir; COE = cyclooctene) with an excess of a racemic mixture of the ligand. The cationic compounds [M(BTSE)2][PF6] (M = Rh 3, Ir 4), bearing one S- and one O-bonded sulfoxide, were also obtained in good yields. The chloro-bridges in 2 can be cleaved with 2-methyl-6-pyridinemethanol and 2-aminomethyl pyridine, resulting in the Ir(I) complexes [Ir(BTSE)(Py)(Cl)] (Py = 2-methyl-6-pyridinemethanol 5, 2-aminomethyl-pyridine 6). In case of the bulky 2-hydroxy-isopropyl-pyridine, selective OH oxidative addition took place, forming the Ir(III)-hydride [Ir(BTSE)(2-isopropoxy-pyridine)(H)(Cl)] (7), with no competition from the six properly oriented C-H bonds. Cationic Rh(I) and Ir(I) compounds [M(BTSE)(2-aminomethylpyridine)][X] (M = Rh 8, Ir 10), [Rh(BTSE)(2-hydroxy-isopropyl-pyridine)][X] (9) (stabilized by intramol. H bonding), [Ir(BTSE)(pyridine)2][PF6] (12), [Ir(BTSE)(α-picoline)2][PF6] (13), and [Rh(BTSE)(1,10-phenanthroline)][PF6] (14) were prepared either by chloride abstraction from the dimeric precursors or replacement of the labile O bonded sulfoxide in 3 or 4. Complex 14 exhibits a dimeric structure in the solid state by π-π stacking of the phenanthroline ligands. In the experiment, the researchers used many compounds, for example, 6-Methyl-2-pyridinemethanol (cas: 1122-71-0Reference of 1122-71-0).
6-Methyl-2-pyridinemethanol (cas: 1122-71-0) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Reference of 1122-71-0
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts