Synthesis and structural characterization of organotin(IV) complexes with ferrocenyldithiophosphonate ligands

•New organometallic tin dithiophosphonates with bulky ligands.•There are very few organotin dithiophosphonates structurally characterized.•The presence of bulky ligands precludes the intermolecular interactions.

The reaction of ammonium salts of benzylferrocenyldithiophosphonate ligands [NH4][S2P(OR)(Fc)] [R = Bz (1), 4-(iPr)-Bz (2), 4-(tBu)-Bz (3), 4-(Ph)-Bz (4), 3-(OBz)-Bz (5); Bz = benzyl, Fc = ferrocenyl] with organotin(IV) chlorides Ph2SnCl2, nBu2SnCl2 and Ph3SnCl, gave the corresponding organotin(IV) benzylferrocenyldithiophosphonates [Ph2Sn{S2P(OR)(Fc)}2] [R = Bz (6), 4-(iPr)-Bz (7), 4-(tBu)-Bz (8), 4-(Ph)-Bz (9), 3-(OBz)-Bz (10)], [nBu2Sn{S2P(OR)(Fc)}2] [R = Bz (11), 4-(Ph)-Bz (12)] and [Ph3Sn{S2P(OBz)(Fc)}] (13). Compounds 6–13 were characterized by elemental analyses, infrared, 1H, 13C{1H},31P{1H} and 119Sn{1H}NMR spectroscopy and ESI mass spectrometry, while complexes 6, 11 and 13 were also characterized by single-crystal X-ray diffraction studies. The dithiophosphonate ligands display an anisobidentate coordination mode upon interaction with the metal center. The solid-state structures of the disubstituted complexes 6 and 11 exhibit a trans arrangement for the ferrocenyl groups from the dithiophosphonate ligands.

Graphical abstractThe reaction of ammonium salts of benzylferrocenyldithiophosphonate ligands with organotin chlorides lead to organotin(IV) benzylferrocenyldithiophosphonates [R2Sn{S2P(OR′)(Fc)}2]. These compounds exhibit an anisobidentate coordination mode upon interaction with the metal center. The solid-state structures of the disubstituted complexes exhibit a trans arrangement for the ferrocenyl groups from the dithiophosphonate ligands.Figure optionsDownload full-size imageDownload as PowerPoint slide