16754-59-9Relevant academic research and scientific papers
Trithioorthoester Exchange and Metathesis: New Tools for Dynamic Covalent Chemistry
Bothe, Michael,Furlan, Ricardo L. E.,Orrillo, A. Gastón,Von Delius, Max
supporting information, p. 1988 - 1994 (2019/10/22)
To expand the toolbox of dynamic covalent and systems chemistry, we investigated the acid-catalyzed exchange reaction of trithioorthoesters with thiols. We found that trithioorthoester exchange occurs readily in various solvents in the presence of stoichiometric amounts of strong Bronsted acids or catalytic amounts of certain Lewis acids. The scope of the exchange reaction was explored with various substrates, and conditions were identified that permit clean metathesis reactions between two different trithioorthoesters. One distinct advantage of S, S, S-orthoester exchange over O, O, O-orthoester exchange is that the exchange reaction can kinetically outcompete hydrolysis, thereby making the process less sensitive to residual moisture. We expect that the relatively high stability of the products might be beneficial in future supramolecular receptors or porous materials.
Electrochemical Reduction of Alkyl Aryl and Dialkyl Trithiocarbonates
Falsig, Mogens,Lund, Henning
, p. 545 - 550 (2007/10/02)
Electrochemical reduction in aprotic medium of alkyl aryl trithiocarbonates (1a-c) in the presence of an alkylating agent gives tetraalkyltetrathioethylenes (2a-c); under similar conditions dialkyl trithiocarbonates (3a-c) also form 2, but the reaction is complicated by the ability of 3 to act as an alkylating agent.The mechanisms of the reactions are discussed on the basis of the preparative and cyclic voltammetric results.
