Design, synthesis and structure of novel G-2 melamine-based dendrimers incorporating 4-(n-octyloxy)aniline as a peripheral unit

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

Full Research Paper
Published 09 Jul 2018

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1. Graphical Abstract
2. Figure 1: The key elements for design and construction of the targeted G-2 dendrimers.
  
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3. Scheme 1: Convergent versus divergent three steps (a–c) synthesis of central building blocks C1 and C3.
  
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4. Scheme 2: Synthesis of G-1 dendrons D-Cl and D-N<P>NH. *As partial conversions of 1 into 2a and 2b based on t...
  
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5. Scheme 3: Synthesis of G-2 dendrimers 4–6 by m-trimerisations of G-1 dendrons D-Cl and D-N<P>NH.
  
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6. Scheme 4: Synthesis of G-2 dendrimers 7–9 by m-trimerisations of G-1 dendron D-N<P>NH.
  
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7. Figure 2: The three terms rotamerism of G-0 dendrons 2a and 3 about the C(s-triazine)–N(exocyclic) partial do...
  
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8. Figure 3: Comparative details from ¹H NMR spectra of G-2 dendrimer 5 (500 MHz, 5.0 mM in DMSO-d₆).
  
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9. Figure 4: Comparative IR spectra (KBr) of compounds 7a vs 7b (a), 7b vs trimesic acid (b), 8 vs C1 (c) and 9 ...
  
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10. Figure 5: 2D-¹H-DOSY NMR charts (DMSO-d₆, 500 MHz, 298 K) of compounds 7a, 7b (2.5 mM), 8 and 9 (5.0 mM).
  
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11. Figure 6: The DFT optimised geometry at M062X/def2-TZVP level of theory of G-2 dendrimer 7a in DMSO (hydrogen...
  
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12. Figure 7: The DFT optimised geometry at M062X/def2-TZVP level of theory of trimesic tris-carboxylate anion (a...
  
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13. Figure 8: The DFT optimised geometry at M062X/def2-TZVP level of theory of G-2 dendrimers 8 and 9 in DMSO.
  
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14. Figure 9: TEM images of homogeneously packed spherical nano-aggregates (a) and their agglomerations (b) in th...
  
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15. Figure 10: TEM images of homogeneously packed spherical nano-aggregates (a) and their agglomerations (b) in th...
  
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16. Figure 11: Proposed π-stacking interactions in compounds D-N<P>NH and 5–7a.
  
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