Diorganotin Compounds Containing α‐Aminoacidato Schiff Base Ligands Derived from Functionalized 2‐Hydroxy‐5‐(aryldiazenyl)benzaldehyde. Syntheses, Structures and Sensing of Hydrogen Sulfide
Tushar S. Basu Baul, Anurag Chaurasiya, Monosh Rabha, Snehadrinarayan Khatua, Antonı́n Lyčka, Dieter Schollmeyer, Klaus Jurkschat
Abstract
Three novel bicycloazastannoxides, namely, [ n Bu 2 Sn(L 1 )] ( 1 ), [ n Bu 2 Sn(L 2 )] ( 2 ) and [Bz 2 Sn(L 3 )] ( 3 ) were synthesized in one pot procedures by reacting diorganotin(IV) precursors with a mixture composed of an α‐amino acid with either ( E )‐2‐hydroxy‐5‐((4‐nitrophenyl)diazenyl)benzaldehyde or ( E )‐2‐hydroxy‐5‐(phenyldiazenyl)benzaldehyde. Single‐crystal X‐ray diffraction analysis reveal that compound 1 is monomeric, compound 2 consists of both a monomer and a dimer, while compound 3 is a coordination polymer for which two modifications 3A and 3B were identified. The 119 Sn NMR chemical shifts measured in CDCl 3 solutions indicate five‐coordinate tin atoms for 1 – 3 . Further, compounds 1 and 2 were found to be highly selective for sensing hydrogen sulfide in UV/Vis channel in CH 3 CN/H 2 O (9:1) media. The development of orange red color is likely the results of a Brønsted‐type acid‐base reaction of H 2 S with compounds 1 and 2 , respectively, giving di‐ n ‐butyltin sulfide and the corresponding pro‐ligands H 2 L 1 and H 2 L 2 , respectively. Theoretical calculations accompany the experimental work.