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  1. Article: Design, synthesis and structure of novel G-2 melamine-based dendrimers incorporating 4-(

    Morar, Cristina / Lameiras, Pedro / Bende, Attila / Katona, Gabriel / Gál, Emese / Darabantu, Mircea

    Beilstein journal of organic chemistry

    2018  Volume 14, Page(s) 1704–1722

    Abstract: Background: ...

    Abstract Background:
    Language English
    Publishing date 2018-07-09
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2192461-2
    ISSN 1860-5397
    ISSN 1860-5397
    DOI 10.3762/bjoc.14.145
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article: Design, synthesis and structure of novel dendritic G-2 melamines comprising piperidine motifs as key linkers and 4-(n-octyloxy)aniline as a peripheral unit

    Sacalis, Carmen / Morar, Cristina / Lameiras, Pedro / Lupan, Alexandru / Silaghi-Dumitrescu, Radu / Bende, Attila / Katona, Gabriel / Porumb, Dan / Harakat, Dominique / Gál, Emese / Darabantu, Mircea

    Elsevier Ltd Tetrahedron. 2019 July 18,

    2019  

    Abstract: Starting from 4-amino-1-(tert-butoxycarbonyl)piperidine (Boc-PD-NH2), we report the synthesis of three novel meta-tri- and dimeric tetravalent N-substituted melamines with piperidin-4-yl groups. These compounds were used as central building-blocks and ... ...

    Abstract Starting from 4-amino-1-(tert-butoxycarbonyl)piperidine (Boc-PD-NH2), we report the synthesis of three novel meta-tri- and dimeric tetravalent N-substituted melamines with piperidin-4-yl groups. These compounds were used as central building-blocks and successfully incorporated into three new G-2 melamine dendrimers containing 4-(n-octyloxy)aniline as a peripheral unit. From a structural point of view, the challenging reactivity of Boc-PD-NH2 in comparison with 1-Boc-piperazine and cyclohexylamine, as SN2-Ar amination reagents against cyanuric chloride, was interpreted in terms of DFT (Density Functional Theory) thermodynamic and electronic computed data. Two out of the three dendrimers self-assembled in the solid state as large homogeneously packed spherical nano-aggregates (average D values ranging between 2500 and 3200 nm, TEM (Transmission Electron Microscopy) data) as a result of their “shell-to-shell” pre-associations in solution (DMF and 1,4-dioxane), promoted by chiral self-organisation, “round”- or “oval”-vaulted shapes (DFT data).
    Keywords amination ; aniline ; cyanuric chloride ; dendrimers ; density functional theory ; dioxane ; melamine ; moieties ; piperidines ; thermodynamics ; transmission electron microscopy
    Language English
    Dates of publication 2019-0718
    Publishing place Elsevier Ltd
    Document type Article
    Note Pre-press version
    ZDB-ID 204285-x
    ISSN 1464-5416 ; 0040-4020 ; 0563-2064
    ISSN (online) 1464-5416
    ISSN 0040-4020 ; 0563-2064
    DOI 10.1016/j.tet.2019.130468
    Database NAL-Catalogue (AGRICOLA)

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  3. Article: Synthesis and stereochemistry of new 1,3-thiazolidine systems based on 2-amino-2-(mercaptomethyl)propane-1,3-diol: 4,4-bis(hydroxymethyl)-1,3-thiazolidines and c-5-hydroxymethyl-3-oxa-7-thia-r-1-azabicyclo[3.3.0]octanes

    Morar, Cristina / Sacalis, Carmen / Lameiras, Pedro / Soran, Albert / Khartabil, Hassan / Antheaume, Cyril / Bratu, Ioan / Moldovan, Oana / Darabantu, Mircea

    Tetrahedron. 2013 Nov. 25, v. 69, no. 47

    2013  

    Abstract: The thiaminalisation of 2-amino-2-(mercaptomethyl)propane-1,3-diol [‘2-(hydroxymethyl)cysteinol’] with aryl(di)aldehydes is reported. The resulting new class of 2-aryl-4,4-bis(hydroxymethyl)-1,3-thiazolidines is investigated by NMR and IR spectroscopy in ...

    Abstract The thiaminalisation of 2-amino-2-(mercaptomethyl)propane-1,3-diol [‘2-(hydroxymethyl)cysteinol’] with aryl(di)aldehydes is reported. The resulting new class of 2-aryl-4,4-bis(hydroxymethyl)-1,3-thiazolidines is investigated by NMR and IR spectroscopy in tandem with DFT calculations, permitting structural assignments that are discussed in terms of conformational analysis, anomeric effects and ring-chain tautomerism. These acquired data are subsequently exploited. After treatment with formaldehyde, the subsequent (double) regio- and diastereoselective oxaminalisation of the 1,3-thiazolidine building-block affords the first non-symmetric series of a thiazolidin-oxazolidine fused system singly functionalised at the C-5 position. An unexpected rearrangement, which consists of the partial relocation of the Ar ligand from the 1,3-thiazolidine to the 1,3-oxazolidine ring, is observed as a major influence on the substitution of the Ar ring. The first single crystal X-ray analysis of the title bicyclic system, which discloses the homo- and/or heterochiral non-bonding interactions, is also presented.
    Keywords X-radiation ; chemical reactions ; formaldehyde ; infrared spectroscopy ; molecular conformation ; nuclear magnetic resonance spectroscopy ; octanes ; stereochemistry
    Language English
    Dates of publication 2013-1125
    Size p. 9966-9985.
    Publishing place Elsevier Ltd
    Document type Article
    ZDB-ID 204285-x
    ISSN 1464-5416 ; 0040-4020 ; 0563-2064
    ISSN (online) 1464-5416
    ISSN 0040-4020 ; 0563-2064
    DOI 10.1016/j.tet.2013.09.070
    Database NAL-Catalogue (AGRICOLA)

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