Molecular aggregations of bicyclodioxazastannone produced from multicomponent reactions involving functionalized 2-hydroxybenzaldehydes, alpha- or beta-amino acids and a dimethyltin precursor
The result's identifiers
Result code in 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>
Result on the web
<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>
Alternative languages
Result language
angličtina
Original language name
Molecular aggregations of bicyclodioxazastannone produced from multicomponent reactions involving functionalized 2-hydroxybenzaldehydes, alpha- or beta-amino acids and a dimethyltin precursor
Original language description
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 -> 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.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of organometallic chemistry
ISSN
0022-328X
e-ISSN
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Volume of the periodical
898
Issue of the periodical within the volume
OCT
Country of publishing house
NL - THE KINGDOM OF THE NETHERLANDS
Number of pages
13
Pages from-to
"Article Number: UNSP 120859"
UT code for WoS article
000485103500015
EID of the result in the Scopus database
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