Molecular aggregations of bicyclodioxazastannone produced from multicomponent reactions involving functionalized 2-hydroxybenzaldehydes, alpha- or beta-amino acids and a dimethyltin precursor

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F19%3A50015895" target="_blank" >RIV/62690094:18470/19:50015895 - isvavai.cz</a>

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S0022328X19302931" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0022328X19302931</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jorganchem.2019.07.010" target="_blank" >10.1016/j.jorganchem.2019.07.010</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Molecular aggregations of bicyclodioxazastannone produced from multicomponent reactions involving functionalized 2-hydroxybenzaldehydes, alpha- or beta-amino acids and a dimethyltin precursor

Popis výsledku v původním jazyce

A series of novel bicyclodioxazastannone derived from ONO Schiff base ligands prepared from diazenylaryl functionalized 2-hydroxybenzaldehydes and alpha or beta-amino acetates, viz., [Me2Sn(L-1)](2) (1), [Me2Sn(L-2)](2) (2), [Me2Sn(L-3)(MeOH)](2) (3), [Me2Sn(L-4)](n) (4), [Me2Sn(L-5)](n)center dot nH(2)O (5), [Me2SnL6)](2) (6), [(MeSn)-Sn-2(L-7)] (7A), [(MeSn)-Sn-2(L7)](2)center dot C8H10 (7B) and [Me2Sn(L-8)](n) (8), with variously substituted Schiff bases L-1-L-8 generated in situ, were synthesized and structurally characterized. The crystal structures of compounds 1-8 revealed different structure types with five-, six- or seven-fold coordination of the metal center. Except for 7A, which crystallized in the form of a discrete mononuclear tin complex, intermolecular association through O/Sn interactions was observed. The resulting aggregates were molecular dimers with a central four-membered Sn2O2 ring (1, 2, 6 and 7A), 1D coordination polymers (4, 5 and 8) and a solvent adduct linked through both O-H center dot center dot center dot O hydrogen bonds and O center dot center dot center dot Sn contacts (3). In the presence of hydrogen bond donors such as OeH and NeH groups in the ligands, the molecular structures are further interconnected through O/N-H center dot center dot center dot O hydrogen bonds, giving in combination with the O center dot center dot center dot Sn contacts overall 2D layer-type assemblies. In solution, contrary to the beta-alanine derivative 1, the H-1 and C-13 NMR spectra of compounds 2-8 displayed signals for the Me2Sn moieties because of diastereotopic environments according to the asymmetric nature of the ligand. The Sn-119 NMR data of most of the compounds were acquired in DMSO-d(6) with the chemical shift displacements indicating six-coordinate tin atoms, which is in good agreement with the O -&gt; Sn adduct formation in the solid-state structures. The Sn-119 NMR spectrum of compound 2 measured in CDCl3 indicates the presence of a mononuclear tin complex, as expected for a non-coordinating solvent. (C) 2019 Elsevier B.V. All rights reserved.

Název v anglickém jazyce

Molecular aggregations of bicyclodioxazastannone produced from multicomponent reactions involving functionalized 2-hydroxybenzaldehydes, alpha- or beta-amino acids and a dimethyltin precursor

Popis výsledku anglicky

A series of novel bicyclodioxazastannone derived from ONO Schiff base ligands prepared from diazenylaryl functionalized 2-hydroxybenzaldehydes and alpha or beta-amino acetates, viz., [Me2Sn(L-1)](2) (1), [Me2Sn(L-2)](2) (2), [Me2Sn(L-3)(MeOH)](2) (3), [Me2Sn(L-4)](n) (4), [Me2Sn(L-5)](n)center dot nH(2)O (5), [Me2SnL6)](2) (6), [(MeSn)-Sn-2(L-7)] (7A), [(MeSn)-Sn-2(L7)](2)center dot C8H10 (7B) and [Me2Sn(L-8)](n) (8), with variously substituted Schiff bases L-1-L-8 generated in situ, were synthesized and structurally characterized. The crystal structures of compounds 1-8 revealed different structure types with five-, six- or seven-fold coordination of the metal center. Except for 7A, which crystallized in the form of a discrete mononuclear tin complex, intermolecular association through O/Sn interactions was observed. The resulting aggregates were molecular dimers with a central four-membered Sn2O2 ring (1, 2, 6 and 7A), 1D coordination polymers (4, 5 and 8) and a solvent adduct linked through both O-H center dot center dot center dot O hydrogen bonds and O center dot center dot center dot Sn contacts (3). In the presence of hydrogen bond donors such as OeH and NeH groups in the ligands, the molecular structures are further interconnected through O/N-H center dot center dot center dot O hydrogen bonds, giving in combination with the O center dot center dot center dot Sn contacts overall 2D layer-type assemblies. In solution, contrary to the beta-alanine derivative 1, the H-1 and C-13 NMR spectra of compounds 2-8 displayed signals for the Me2Sn moieties because of diastereotopic environments according to the asymmetric nature of the ligand. The Sn-119 NMR data of most of the compounds were acquired in DMSO-d(6) with the chemical shift displacements indicating six-coordinate tin atoms, which is in good agreement with the O -&gt; Sn adduct formation in the solid-state structures. The Sn-119 NMR spectrum of compound 2 measured in CDCl3 indicates the presence of a mononuclear tin complex, as expected for a non-coordinating solvent. (C) 2019 Elsevier B.V. All rights reserved.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2019

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of organometallic chemistry

ISSN

0022-328X

e-ISSN

—

Svazek periodika

898

Číslo periodika v rámci svazku

OCT

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

13

Strana od-do

"Article Number: UNSP 120859"

Kód UT WoS článku

000485103500015

EID výsledku v databázi Scopus

—