SYNTHESIS OF C<sub>3h</sub>-SYMMETRIC BENZOTRIPYRROLE DERIVATIVES AS MONOMERS FOR ORGANIC FRAMEWORKS

Authors

  • Marija Ivanova Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia
  • Kirill Shubin Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia
  • Andrei Baran Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia JSC Olainfarm, 5 Rupnicu St., Olaine LV-2114, Latvia

DOI:

https://doi.org/10.1007/6994

Keywords:

benzotripyrroles, covalent organic frameworks, ligands, metal organic frameworks, monomers.

Abstract

Practical synthetic method for constructing C3h-symmetric benzotripyrrole core was developed starting from readily available 2,4,6-trihalobenzene-1,3,5-tricarbaldehydes by the reaction with N-benzylglycine esters followed by base-mediated cyclization. The pendant ester groups of the resulted benzotripyrrole derivatives were subjected to hydrolysis, aminolysis, and hydride reduction reactions. As a result, benzotripyrrole-2,5,8-tricarbaldehyde was obtained in two-step sequence, possessing the reactive functionalities required for construction of covalent organic frameworks. Spectral and optical properties of the newly synthesized derivatives were recorded.

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Published

2022-12-20

Issue

Vol. 58 No. 12 (2022)

Section

Short Communications