Addition of Lithium Silylamides to 1,2-Dicyanobenzene: Isoindoline-1,3-diimine Derivatives Investigated by NMR/XRD/DFT Approach
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F25%3A00619214" target="_blank" >RIV/61388963:_____/25:00619214 - isvavai.cz</a>
Alternative codes found
RIV/00216275:25310/25:39923414
Result on the web
<a href="https://doi.org/10.1021/acs.inorgchem.5c00573" target="_blank" >https://doi.org/10.1021/acs.inorgchem.5c00573</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.inorgchem.5c00573" target="_blank" >10.1021/acs.inorgchem.5c00573</a>
Alternative languages
Result language
angličtina
Original language name
Addition of Lithium Silylamides to 1,2-Dicyanobenzene: Isoindoline-1,3-diimine Derivatives Investigated by NMR/XRD/DFT Approach
Original language description
Phthalocyanines and their building blocks, isoindoline-1,3-diimines (diiminoisoindoles, DIIs), represent a structurally diverse class of compounds with the ability to make metal complexes and perform in various fields from medicine to photovoltaics and homogeneous catalysis. According to the present study, monosubstituted diiminoisoindoles, their higher homologues, and complexes can be effectively prepared by addition of silylated lithium amides to 1,2-dicyanobenzene followed by mild protonolysis or a condensation. An addition of DII to carbodiimides or reactions of lithiated DIIs with acyl chlorides give DII-guanidines and amido derivatives. The imino group of the amido derivatives is preferentially and quantitatively reduced by sodium borohydride. Dynamic behavior and structure of all studied classes of compounds were investigated from the stereochemical point of view-possible E/Z-isomerization and dimerization (DIIs and amido derivatives), tautomerism (guanidines), and stability both in solution and in solid state. The resonance-assisted hydrogen bonds are present in all species except reduced amides, predetermining them to be exceptional ligands in coordination chemistry.
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
10403 - Physical chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Inorganic Chemistry
ISSN
0020-1669
e-ISSN
1520-510X
Volume of the periodical
64
Issue of the periodical within the volume
15
Country of publishing house
US - UNITED STATES
Number of pages
15
Pages from-to
7592-7606
UT code for WoS article
001462022800001
EID of the result in the Scopus database
2-s2.0-105003019626