Compounds of Selenium and Tellurium with Nitrogen Bonds

Abstract

In the last three decades the field of the traditionally more exotic selenium nitrogen and tellurium nitrogen compounds has developed considerably. This review presents some of the recent results with a focus on crystal structures. The application of nitrogen NMR spectroscopy will be illustrated as an additional useful tool for the characterization of SeN and TeN materials. This chapter includes newer results on binary, ternary, organoselenium and organotellurium amides, imides, azides and other classes of compounds divided into the different oxidation states of selenium and tellurium. Furthermore, the latest selenium and tellurium nitrogen‐containing carbocycles will be mentioned.

Fused Selenazolinium Salt Derivatives with a Se–N+ Bond: Preparation and Properties

“…However, after 1 h stirring of 1 with 3.4 equiv. SeCl 2 , the reaction was complete, and the desired 3-chloro-2-(2-hydroxypropan-2-yl) [1,2]selenazolo- [2,3-a]pyridin -8-ium chloride (20) was isolated in nearly quantitative yield (93 %). Notably, the reaction was performed in the dark to avoid the disproportionation of SeCl 2 .…”

“…Additional model compounds were obtained by using 1-(pyridin-2-ylethynyl)cyclohexanol (2) and 1,1-diphenyl-3-(pyridin-2-yl)prop-2-yn-1-ol (3) as starting materials and treating them with Se(II) and Se(IV) chlorides under the same reaction conditions ( Table 1). The hydroxycyclohexyl-and hydroxydiphenylmethyl-substituted selenazolopyridinium chlorides 21 and 22, respectively, were isolated in moderate yields (25-65 %).…”

“…Electron-donating substituents in the pyridine cycle also decreased the yields of selenazolopyridinium salts 36 and 37; however, the introduction of an electron-withdrawing substituent such as cyano group led to an increase in the yield of the desired fused heterocycle 38. This method is useful for the formation of polycyclic system 1-bromo-2-(2-hydroxypropan-2-yl)- [1,2]selenazolo-[3,2-a]isoquinolin-4-ium chloride (39) in 59 % high yield. With the aim of studying how oxygen-containing substituents such as formyl (17), acetyl (18), and methylhydroxyethyl (19) could influence the product architecture and stability, the corresponding selenazolopyridinium salts 40-42 were prepared in high yields (78-81 %).…”

“…The chemistry of Se-N bonds since the 1980s has been reviewed. [2] Heterocycles containing Se-N bonds, such as ebselen, are clinically useful redox modulators and antiinflammatory agents. [3] In addition, organoselenium compounds with intramolecular nonbonding Se··N interactions have attracted much interest as mimics of glutathione peroxidase (GPx) and thioredoxin reductase (TrxR).…”

Structures of Energetic Acetylene Derivatives HC≡CCH2ONO2, (NO2)3CCH2C≡CCH2C(NO2)3 and Trinitroethane, (NO2)3CCH3

“…Apart from some basic theoretical predictions of its molecular geometry [22,36], structural studies of 3 using X-ray diffraction have not been undertaken so far (cf. our initial results displayed in [37]). …”