1,2-Bis(triazolyl)tetraphenyldigermanes: Synthesis, Structure and Properties

Chem Asian J. 2023 Dec 14;18(24):e202300753. doi: 10.1002/asia.202300753. Epub 2023 Nov 9.

Abstract

Using the [3+2] cycloaddition reaction of [HC≡C-GePh2 -]2 (1) and a number of RCH2 N3 , this work described the synthesis of a series of novel heterocyclic digermanes, bitriazoles [1,4-C2 HN3 (CH2 R)GePh2 -]2 , 2-12 (R=Ph, p-Tol, p-C6 H4 NMe2 , p-C6 H4 OMe, p-C6 H4 Br, m-C6 H4 NO2 , 2-Naphth, CH2 -p-OC6 H4 CHO, CH2 -p-OC6 H4 COOMe, CH2 P(O)(OEt)2 , COOEt), difficult to produce by other methods. The structural peculiarities of these compounds were studied in detail by NMR spectroscopy and by XRD analysis (for 6, 9 and 10). The properties of 1-12 were studied by UV/vis and luminescence emission spectroscopy, electrochemistry and DFT calculations, indicating an effective conjugation in their molecules.

Keywords: Group 14 elements; XRD analysis; click chemistry; electrochemistry; optical properties; organogermanium compounds; organometallic chemistry.