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. 2023 Sep 20;8(39):35929-35936.
doi: 10.1021/acsomega.3c03720. eCollection 2023 Oct 3.

Synthesis and Studies of Pyridoneimine-Functionalized PETIM Dendrimers

Kalyan Dey  1 , Narayanaswamy Jayaraman  1
Affiliations

Synthesis and Studies of Pyridoneimine-Functionalized PETIM Dendrimers

Kalyan Dey et al. ACS Omega. .

Abstract

Pyridinoimine-functionalized poly(ether imine) (PETIM) dendrimers of 1-3 generations, possessing 4-16 moieties at the peripheries, are synthesized. Chloride-functionalized dendrimers are reacted with N-methylamino pyridine, under basic conditions, which led to functionalization of the peripheries of a dendrimer with pyridoneimine moieties. Variable-temperature 1H NMR studies are performed to assess the contributing resonance forms of pyridoneimine in the dendrimers. Solvatochromism and 15N NMR studies aid further the assessment of the contributing resonance forms. Comparison with derivatives that possess 1 and 2 pyridoneimines illustrates the contributing resonance forms between nonaromatic pyridoneimine and zwitter ionic aromatic imidopyridinium species.

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Conflict of interest statement

The authors declare no competing financial interest.

Figures

Scheme 1
Scheme 1. Synthesis of Monomeric (7), Dimeric (3), First- (4), Second- (5), and Third (6)-Generations PYE-Functionalized Derivatives
Reaction condition: (i) DBU, THF, reflux, 24 h.
Figure 1
Figure 1
Resonance forms of pyridoneimine and imidopyridinium species.
Figure 2
Figure 2
Variable-temperature 1H NMR spectra of the heterocycle portion of G1-(PYE)4 (4) in D2O.
See this image and copyright information in PMC

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