Organotin(IV) compounds containing N,C,O-chelating ligand

•N→Sn coordinated Sn chlorides.•New unsymmetrical O,C,N-pincer type ligand.•Easy hydrolysis of N→Sn coordinated organotin(IV) provided O→Sn coordination.

A set of organotin(IV) compounds containing unsymmetrical N,C,O-chelating ligands {C6H3(CH2OMe)-2-(CH2NMe2)-6}− (hereafter denoted as L1) and {C6H3(CH2OtBu)-2-(CH2NMe2)-6}− (hereafter denoted as L2) was prepared. While triorganotin(IV) chlorides L1–2Ph2SnCl (1 for L1, 2 for L2) are stable, diorganotin(IV) chloride L1PhSnCl2 (3) and monoorganotin(IV) bromide L1SnBr3 (5) reacts with water under elimination of HX (X = Cl, Br). The reaction of another molecule 3 or 5 with HX (X = Cl, Br) provided “stannatrane type” compounds [{C6H3(CH2OMe)-2-(CH2N+HMe2)-6}(Ph)SnCl3] (4) and [{C6H3(CH2OMe)-2-(CH2N+HMe2)-6}SnBr4] (6), respectively. Compounds 1–6 were characterized by multinuclear NMR spectroscopy and molecular structures of 1, 3, 4 and 6 were determined by X-ray diffraction analysis.

Graphical abstractA set of organotin(IV) compounds containing unsymmetrical N,C,O-chelating ligands {C6H3(CH2OMe)-2-(CH2NMe2)-6}− (hereafter denoted as L1) and {C6H3(CH2OtBu)-2-(CH2NMe2)-6}− (hereafter denoted as L2) was prepared. While triorganotin(IV) chlorides L1–2Ph2SnCl (1 for L1, 2 for L2) are stable, diorganotin(IV) chloride L1PhSnCl2 (3) and monoorganotin(IV) bromide L1SnBr3 (5) reacts with water under elimination of HX (X = Cl, Br). The reaction of another molecule 3 or 5 with HX (X = Cl, Br) provided “stannatrane type” compounds [{C6H3(CH2OMe)-2-(CH2N+HMe2)-6}(Ph)SnCl3] (4) and [{C6H3(CH2OMe)-2-(CH2N+HMe2)-6}SnBr4] (6), respectively.Figure optionsDownload full-size imageDownload as PowerPoint slide