3,6-bis(2H-tetrazol-5-yl)-1,2,4,5-tetrazine: A versatile bifunctional building block for the synthesis of linear oligoheterocycles

Sauer, Juergen and Pabst, Gunther R. and Holland, Uwe and Kim, Hyun-Sook and Loebbecke, Stefan (2001) 3,6-bis(2H-tetrazol-5-yl)-1,2,4,5-tetrazine: A versatile bifunctional building block for the synthesis of linear oligoheterocycles. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (4). pp. 697-706. ISSN 1434-193X, 1099-0690

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Abstract

3,6-Bis(2H-tetrazol-5-yl)-1,2,4,5-tetrazine (3) (BTT) is an energy-rich compound and a strong dibasic acid. The bifunctional compound 3 is capable of [4+2] cycloadditions through its tetrazine unit as a 4 pi compound, and of acylating ring-opening reactions through its tetrazole rings, leading to the formation of linear oligoheterocycles 7, 12 with 1,2,4,5-tetrazine, pyridazine, 1,3,4-oxadiazole, thiophene, furan, and pyrrole units in sequences not easily available by other synthetic methods.

Item Type: Article
Uncontrolled Keywords: SIMPLE LEGO SYSTEM; SUPRAMOLECULAR COMPLEXES; RUTHENIUM(II) COMPLEXES; MOLECULAR WIRES; METAL-COMPLEXES; GENERATION; CHEMISTRY; ELECTROCHEMISTRY; 2,2'-BIPYRIDINES; ARCHITECTURE; 1,2,4,5-tetrazines; tetrazoles; ring transformations; cycloadditions; acylations
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 15 Feb 2022 08:10
Last Modified: 15 Feb 2022 08:10
URI: https://pred.uni-regensburg.de/id/eprint/41767

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