A STRAIGHTFORWARD SYNTHESIS OF NOVEL  1,3,5-TRIAZINE-BASED MACROCYCLIC SCAFFOLDS

Cosmin V.  CRIŞAN; Niculina D.  HĂDADE; Ion  GROSU; Andreea P.  CRIŞAN; Anamaria  TEREC

doi:10.24193/subbchem.2020.3.13

Authors

Cosmin V. CRIŞAN Department of Chemistry and SOOMCC, Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, Cluj-Napoca, Romania. Corresponding author: asuciu@chem.ubbcluj.ro. https://orcid.org/0000-0002-4468-7532
Niculina D. HĂDADE Department of Chemistry and SOOMCC, Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, Cluj-Napoca, Romania. Corresponding author: asuciu@chem.ubbcluj.ro. https://orcid.org/0000-0001-5882-5759
Ion GROSU Department of Chemistry and SOOMCC, Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, Cluj-Napoca, Romania. Email: igrosu@chem.ubbcluj.ro. https://orcid.org/0000-0003-3754-854X
Andreea P. CRIŞAN Department of Chemistry and SOOMCC, Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, Cluj-Napoca, Romania. Corresponding author: asuciu@chem.ubbcluj.ro. https://orcid.org/0000-0003-1346-7171
Anamaria TEREC Department of Chemistry and SOOMCC, Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, Cluj-Napoca, Romania. Email: anamaria.terec@ubbcluj.ro. https://orcid.org/0000-0002-2754-9525

DOI:

https://doi.org/10.24193/subbchem.2020.3.13

Keywords:

macrocycles, 1,3,5-triazine, cross-cyclotrimerization, oligoethylene bridges

Abstract

The synthesis and structural investigation of a series of three macrocycles bearing 2,4,6-tris(p-phenylene)-1,3,5-triazine central units and oligoethyleneoxide bridges are reported. The approach implied the synthesis of non-symmetrical 1,3,5-triazines obtained via a cross-cyclotrimerization reaction, followed by a direct macrocyclization with the corresponding ditosylated oligoethyleneglycols. The obtained non-symmetrically C-substituted 1,3,5-triazines macrocycles were characterized by NMR spectroscopy and High-Resolution Mass Spectrometry (HRMS).

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