Synthesis and Studies of Pyridoneimine-Functionalized PETIM Dendrimers

Kalyan Dey; Narayanaswamy Jayaraman

doi:10.1021/acsomega.3c03720

Synthesis and Studies of Pyridoneimine-Functionalized PETIM Dendrimers

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

Authors

Kalyan Dey¹, Narayanaswamy Jayaraman¹

Affiliation

¹ Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.

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.