Exploration of fluorescent organotin compounds of α-amino acid Schiff bases for the detection of organophosphorous chemical warfare agents: quantification of diethylchlorophosphate

Abstract

Fluorescent Schiff base organotin probes for the detection of chemical warfare agents.

Synthesis and structural characterization of dialkyltin complexes of N-salicylidene-L-valine

“…In the bridging Sn-O-C-O-Sn moieties, the two Sn-O and two C-O bond lengths are 2.319(4)/2.386(4) Å and 1.264(7)/1.241(7) Å, respectively. This asymmetric bridging feature is also observed in other cyclic trinuclear organotin complexes with the Schiff base carboxylate ligands, such as [n- (Liu et al, 2016), and (Singh et al, 2018). The coordination of the ONO tridentate ligand to tin atom leads to the formation of two chelate rings Sn(1)N(1)C(10)C(14)O(1) and Sn(1)O(3)C(3) C(8)C(9)N(1).…”

“…For complexes 3, 4 and 5, the θ value calculated by the Holecek's equation, 1 J( 119 Sn -13 C) = 9.99θ -746 (Holecek et al, 1986), is 131.7, 134.5 and 133.9°, respectively, similar to that of the five-coordinated tin compound. In 1-5, the 119 Sn NMR exhibits a singlet at -158.6, -157.6, -184.7, -196.2 and -196.8 ppm, respectively, which is characteristic of five-coordinated dimethyltin, diethyltin and dibutyltin complexes (Beltran et al, 2003;Degaonkar et al, 1994;Holecek et al, 1986;Liu et al, 2016;Singh et al, 2018). The trimeric structure of 1, shown in the crystal structure (see below), has been dissociated into monomer in solution (Liu et al, 2016(Liu et al, , 2019.…”

“…45-173.24, 170.89-173.00, and 74.11-74.62 ppm, respectively. In complexes 1-5, the chiral carbon and two rigid chelate rings around tin make the two organic groups bound to tin atom (R'' 2 Sn) have different chemical environments, and give rise to different signals (Baul et al, 2017;Singh et al, 2018;Tian et al, 2005). For example, in 1 the Sn-Me groups display two sets of 1 H and 13 C NMR signals, and appear at 0.60, 0.97 ( 1 H) and -0.28, 1.76 ( 13 C) ppm, respectively.…”

Vapochromic Luminescent π‐Conjugated Systems with Reversible Coordination‐Number Control of Hypervalent Tin(IV)‐Fused Azobenzene Complexes

“…These stability of both hypervalent states are advantageous in the usages as practical sensors. [64]…”

Mononuclear Pseudostannatranes Possessing Unsymmetrical [4.4.3.01,5]Tridecane Cage: Experimental and Theoretical Aspects of Reverse Kocheshkov Reaction in Phenyl Pseudostannatrane

“…Over recent years, there has been growing interest in the synthesis and structural investigation of tin(IV) tricyclic compounds having N → Sn transannular interactions. 1−8 Among the fused organotin tricycles, molecules having fivemembered rings with a [3.3.3.0 1,5 ]undecane cage are termed "stannatranes," while molecules containing rings other than five-membered arms are named "pseudostannatranes." 2,9−12 These structures are distinguished by their cage-like structure inclusive of right-or left-handed (Δ and Λ) propeller type geometry and an intramolecular N → Sn bond.…”