21856-94-0Relevant articles and documents
Selenium and Tellurium Derivatives of Corannulene: Serendipitous Discovery of a One-Dimensional Stereoregular Coordination Polymer Crystal Based on Te-O Backbone and Side-Chain Aromatic Array
Barát, Viktor,Stuparu, Mihaiela C.
, p. 15135 - 15139 (2020)
Monobromo-, tetrabromo-, and pentachloro-corannulene are subjected to nucleophilic substitution reactions with tolyl selenide and phenyl telluride-based nucleophiles generated in situ from the corresponding dichalcogenides. In the case of selenium nucleophile, the reaction provides moderate yields (52–77 %) of the targeted corannulene selenoethers. A subsequent oxidation of the selenium atoms proceeds smoothly to furnish corannulene selenones in 81–93 % yield. In the case of tellurides, only monosubstitution of the corannulene scaffold could be achieved albeit with concomitant oxidation of the tellerium atom. Unexpectedly, this monotelluroxide derivative of corannulene (RR'Te=O, R=Ph, R’=corannulene) is observed to form a linear coordination polymer chain in the crystalline state. In this chain, Te-O constitutes the polymer backbone around which the aromatic groups (R and R’) arrange as polymer side-chains. The polymer crystal is stabilized through intramolecular π–π stacking interactions of the side-chains and intermolecular hydrogen and halogen bonding interactions with the solvent (chloroform) molecules. Interestingly, each diad of the polymer chain is racemic. Therefore, in terms of stereoregularity, the polymer chain can be described as syndiotactic.
Palladium-Catalyzed Carbonylative Synthesis of Aryl Selenoesters Using Formic Acid as an Ex Situ CO Source
Yano De Albuquerque, Danilo,Teixeira, Wystan K. O.,Sacramento, Manoela Do,Alves, Diego,Santi, Claudio,Schwab, Ricardo S.
supporting information, p. 595 - 605 (2022/01/12)
A new catalytic protocol for the synthesis of selenoesters from aryl iodides and diaryl diselenides has been developed, where formic acid was employed as an efficient, low-cost, and safe substitute for toxic and gaseous CO. This protocol presents a high functional group tolerance, providing access to a large family of selenoesters in high yields (up to 97%) while operating under mild reaction conditions, and avoids the use of selenol which is difficult to manipulate, easily oxidizes, and has a bad odor. Additionally, this method can be efficiently extended to the synthesis of thioesters with moderate-to-excellent yields, by employing for the first time diorganyl disulfides as precursors.
Synthesis of Seleno Oxindoles via Electrochemical Cyclization of N-arylacrylamides with Diorganyl Diselenides
Wang, Xin-Yu,Zhong, Yuan-Fang,Mo, Zu-Yu,Wu, Shi-Hong,Xu, Yan-Li,Tang, Hai-Tao,Pan, Ying-Ming
supporting information, p. 208 - 214 (2020/12/04)
The tandem cyclization of acrylamide with diselenides facilitated by electrochemical oxidation was successfully developed. This strategy provided an environmentally friendly method for the construction of C?Se bond. A series of seleno oxindoles with pharmacological activity were obtained by using this well-designed tandem cyclization strategy. The in vitro antitumor activity of the compounds was also screened through MTT assay. Results showed that the seleno oxindoles exhibited better antitumor activity than other oxindole derivatives. (Figure presented.).
Green preparation method of aryl diselenium ether type organic selenium compound
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Paragraph 0037-0041; 0071-0074, (2021/11/14)
The invention discloses an aryl diselenium ether compound synthesis method. The synthesis method comprises the following steps: taking the compound represented by the formula (I) as a reaction raw material, CuBr as a catalyst, KOH in the condition Se, a reducing agent, a disproportionation reaction, water or ethanol as a solvent, and 60 °C. After completion of the reaction, the obtained reaction solution is subjected to post-treatment (if ethanol is recovered as solvent) to obtain the aryl diselenoether compound represented by the formula (II), the yield is close 100%, the subsequent treatment is simple, and a complex separation and purification method is not needed to obtain a pure product. The solvent is recovered as a solvent such as ethanol. , It is preferable. The method is more green. Economy, high efficiency, environmental protection.
