Reactivity of intramolecularly coordinated aluminum compounds to R3EOH (E = Sn, Si). Remarkable migration of N,C,N and O,C,O pincer ligands

The reaction of organoaluminum compounds containing O,C,O or N,C,N chelating (so called pincer) ligands [2,6-(YCH2)2C6H3]AliBu2 (Y = MeO 1, tBuO 2, Me2N 3) with R3SnOH (R = Ph or Me) gives tetraorganotin complexes [2,6-(YCH2)2C6H3]SnR3 (Y = MeO, R = Ph 4, Y = MeO, R = Me 5; Y = tBuO, R = Ph 6, Y = tBuO, R = Me 7; Y = Me2N, R = Ph 8, Y = Me2N, R = Me 9) as the result of migration of O,C,O or N,C,N pincer ligands from aluminum to tin atom. Reaction of 1 and 2 with (nBu3Sn)2O proceeded in similar fashion resulting in 10 and 11 ([2,6-(YCH2)2C6H3]SnnBu3, Y = MeO 10; Y = tBuO 11) in mixture with nBu3SniBu. The reaction 1 and 3 with 2 equiv. of Ph3SiOH followed another reaction path and ([2,6-(YCH2)2C6H3]Al(OSiPh3)2, Y = MeO 12, Me2N 13) were observed as the products of alkane elimination. The organotin derivatives 4–11 were characterized by the help of elemental analysis, ESI-MS technique, 1H, 13C, 119Sn NMR spectroscopy and in the case 6 and 8 by single crystal X-ray diffraction (XRD). Compounds 12 and 13 were identified using elemental analysis,1H, 13C, 29Si NMR and IR spectroscopy.

Graphical abstractReactivity of intramolecularly coordinated aluminum compounds towards R3SnOH, (nBu3Sn)2O and R3SiOH was studied. Products of these reactions were characterized by the help of ESI-MS technique, 1H, 13C, 29Si, 119Sn NMR spectroscopy and X-ray diffraction.Figure optionsDownload full-size imageDownload as PowerPoint slide