Reactivity of dihydrobenzothiazole heterocycles: Synthesis, molecular and crystal structure of an organotin compound containing a tridentate Schiff ligand
Alvarado Rodríguez, José Guadalupe
2020
Ángel Acevedo-García, José G.Alvarado-Rodríguez, NoemíAndrade-López, Jesús-AlbertoÁlvarez-Hernández. Reactivity of dihydrobenzothiazole heterocycles: Synthesis, molecular and crystal structure of an organotin compound containing a tridentate Schiff ligand. Inorganic Chemistry Communications. 112 (2020) 107750. https://doi.org/10.1016/j.inoche.2019.107750
Abstract
Dibenzyldibromotin(IV) (2) promoted the ring-opening of 2-methyl-2-pyridyl-2,3-dihydrobenzo[d]thiazole heterocycle (1), with the activation of one C?Sn bond, to release toluene as coproduct. The resultant heteroleptic complex [Sn{L}BnBr2] (3), where {L}? = {SC6H4N(Me)C(C5H4N)}?, displayed a ?3-N,N?,S tridentate coordination pattern of the Schiff base. The 119Sn{1H} chemical shift is consistent with a hexacoordinate tin(IV) species in solution. Single-crystal X-ray studies at 293 K were carried out for the precursor 1 and for complex 3. In the crystal, the SnIV center in 3 displayed a distorted octahedral local geometry, with both bromo ligands in trans position. In the crystal, 1 and 3 displayed diverse intermolecular contacts; 3 was also studied by a Hirshfeld surface analysis.
