119Sn, 15N, 13C, and 1H NMR Study of the Intramolecular Sn-N Donor-Acceptor Interaction in [2-(Dimethylaminomethyl)phenyl]stannanes

Abstract

119Sn, 15N, 13C, and 1H NMR spectra were studied for [2-(dimethylaminomethyl)phenyl]stannanes, R1R2R3R4Sn or R1R2R24Sn, where R1, R2, and R3 are 1-butyl, Cl or Br, the same or different, and R4 is 2-(dimethylaminomethyl)phenyl. The occurrence of intramolecular interaction between the nitrogen and tin atoms was demonstrated based on changes in the characteristic values of the NMR parameters of these nuclides (δ(15N), δ(119Sn), J(119Sn,15N), and their interrelations, as well as on the relatively high values of the coupling constants 3J(119Sn,13C(CH2)).

C,N‐chelated triorganotin(IV) diesters of 4‐ketopimelic acid and their fungicidal activity

“…Only one signal was observed for 1-4 in 119 Sn NMR spectrum in the same solvent at room temperature. The chemical shift values (Table 1) of these signals for 1-4 are in accordance with the values found for five-coordinated tin in a solution of non-coordinating solvent [9,18] and organotin(IV) carboxylates containing C,N-chelating ligand, [19] but more negative (∼40 ppm) than was found for corresponding halides (LR 2 SnX), [8,9] which confirms the results of IR spectra on a pseudobidentate fashion of C( O)-O-Sn moiety. [4b,20] The 13 C NMR spectra revealed three parameters that are useful for structural study: (i) the δ [ 13 C(C O)] value for all compounds was found in the narrow range (∼208 ppm) typical for non-coordinated ketonic groups;…”

“…Triorganotin chlorides were prepared according to the literature. [9] Bis{[2-(dimethylaminomethyl)phenyl]dimethyltin}-4-oxoheptanedioate (1) …”

Structural study of C,N‐chelated monoorganotin(IV) halides

“…The toluene extract was evaporated to dryness and a residue was subsequently identified by NMR as pure 6. 26 The insoluble part was suspended in methanol-d 4 119 Sn NMR spectra were measured using the inverse gated-decoupling mode.…”

“…have been reported and NMR-characterized by our group recently, 26,27 but only limited attention has been paid to their preparation, solid-state structure and reactivity. During the course of this work a paper on the synthesis, NMR-characterization in solution as well as the crystal and molecular structures of L CN SnCl 3 (1) and its DMSO adduct appeared.…”

Structure of azo dye organotin(IV) compounds containing a C,N‐chelating ligand, part II, and their in vitro antifungal activity

“…1), which are also involved in many industrial applications. 8 -11 Some of the compounds can occur in two tautomeric forms (3)(4)(5)(6), and there is also the theoretical possibility of increasing the tin coordination number via the coordination of the dye intrinsic donor atoms.…”