Reactions of trialkyl aluminum and trialkyl galium with the N-tert-butyl amide of succinci acid: Molecular and supramolecular structures of the products

Eliza Maria Jaśkowska , Dariusz Basiak , Łukasz Dobrzycki , Patryk Rzepiński , Paweł Socha , Calin Cadar , Iwona Justyniak , Tomasz Wojciechowski , Wanda Ziemkowska


The reaction of the N-tert-butyl amide of succinic acid with tBu3M (M = Al, Ga) resulted in the formation of the new complexes [AltBu2{N(H)(tBu)C(O)CH2CH2COO}] (1), [MtBu2{N(H)(tBu)C(O)CH2CH2COO}(tBu3M)] [M = Al (2), M = Ga (3), and [GatBu2{N(H)(tBu)C(O)CH2CH2COO}]2 (4). The aluminum complexes 1 and 2 contained seven-membered C4O2Al rings with the Al atom bonded to the oxygen atom and coordinated to the nitrogen atom. The reaction of tBu3Ga with the N-tert-butyl amide of succinic acid resulted in the formation of a mixture of 3 and 4. The gallium complex 3 was isostructural to 2, whereas the gallium atoms in the dinuclear compound 4 were bonded to the carboxylate oxygens only forming a central Ga2C2O4 ring. X-ray studies showed that the crystalline solid obtained after crystallization from the post-reaction mixture was composed of crystals of compound 3 and co-crystals of 3 and 4. In all reactions, only the OH protons of the ligand reacted with tBuM groups with an alkane evolution, while NH protons remained unreactive. The reaction of tBu3Ga with the N-tert-butyl amide of succinic acid in a 2:1 M ratio of the reagents in the presence of water proceeded with the formation of the unprecedented compound [(GatBu2)2(OH){N(H)(tBu)C(O)CH2CH2COO}] (5) as the only product. Compound 5 was also obtained in the hydrolysis reaction of the mixture of compounds 3 and 4 isolated from the post-reaction mixture of tBu3Ga with the N-tert-butyl amide of succinic acid. The molecular and molecular packing in the crystal structures of 1–3 and 5 were determined by single-crystal X-ray diffraction. Crystal structure examinations showed laminar structures of 1, 3, and 5 and a packed crystal network of 2.
Author Eliza Maria Jaśkowska (FC / DCOC)
Eliza Maria Jaśkowska,,
- Department Of Catalysis And Organometallic Chemistry
, Dariusz Basiak (FC / DCOC)
Dariusz Basiak,,
- Department Of Catalysis And Organometallic Chemistry
, Łukasz Dobrzycki - [University of Warsaw (UW)]
Łukasz Dobrzycki,,
- Uniwersytet Warszawski
, Patryk Rzepiński - [University of Warsaw (UW)]
Patryk Rzepiński,,
- Uniwersytet Warszawski
, Paweł Socha - [University of Warsaw (UW)]
Paweł Socha,,
- Uniwersytet Warszawski
, Calin Cadar - [Technical University of Cluj-Napoca]
Calin Cadar,,
, Iwona Justyniak - [Institute of Physical Chemistry of the Polish Academy of Sciences]
Iwona Justyniak,,
, Tomasz Wojciechowski (FC / DCOC)
Tomasz Wojciechowski,,
- Department Of Catalysis And Organometallic Chemistry
, Wanda Ziemkowska (FC / DCOC)
Wanda Ziemkowska,,
- Department Of Catalysis And Organometallic Chemistry
Journal seriesJournal of Organometallic Chemistry, ISSN 0022-328X
Issue year2016
Publication size in sheets0.5
Keywords in PolishAluminum; Gallium; N-alkyl amide of succinic acid; Hydrolysis; X-ray structures
ASJC Classification2505 Materials Chemistry; 1604 Inorganic Chemistry; 1605 Organic Chemistry; 1606 Physical and Theoretical Chemistry; 1303 Biochemistry
Languageen angielski
jorgmetchem 2016.pdf 2.09 MB
Score (nominal)30
Score sourcejournalList
ScoreMinisterial score = 30.0, 31-01-2020, ArticleFromJournal
Ministerial score (2013-2016) = 30.0, 31-01-2020, ArticleFromJournal
Publication indicators Scopus Citations = 0; WoS Citations = 0; Scopus SNIP (Source Normalised Impact per Paper): 2016 = 0.682; WoS Impact Factor: 2016 = 2.184 (2) - 2016=1.914 (5)
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