7715-02-8Relevant articles and documents
Nickel-Catalyzed Inter- and Intramolecular Aryl Thioether Metathesis by Reversible Arylation
Delcaillau, Tristan,Bismuto, Alessandro,Lian, Zhong,Morandi, Bill
supporting information, p. 2110 - 2114 (2019/12/24)
A nickel-catalyzed aryl thioether metathesis has been developed to access high-value thioethers. 1,2-Bis(dicyclohexylphosphino)ethane (dcype) is essential to promote this highly functional-group-tolerant reaction. Furthermore, synthetically challenging macrocycles could be obtained in good yield in an unusual example of ring-closing metathesis that does not involve alkene bonds. In-depth organometallic studies support a reversible Ni0/NiII pathway to product formation. Overall, this work not only provides a more sustainable alternative to previous catalytic systems based on Pd, but also presents new applications and mechanistic information that are highly relevant to the further development and application of unusual single-bond metathesis reactions.
Studies of triphenylsilanethiol addition to alkynes: Preparation of vinyl sulfides
Beauchemin, Andre,Gareau, Yves
, p. 187 - 192 (2007/10/03)
The scope and limitations of triphenylsilanethiol (1) a solid hydrogen sulfide equivalent, were investigated in free radical reactions to terminal alkynes. The triphenylsilylthioenol ether intermediate thus obtained was deprotected with Cs2CO3 in the presence of various electrophiles to yield mixtures of E and Z vinyl sulfides. The ratio of E and Z isomers could be controlled by varying the concentration of the starting alkynes.
A new generation of 'instant ylids': Powder mixtures of phosphonium salts and potassium hydride as storable precursors to Wittig reagents
El-Khoury, Mirella,Wang, Qian,Schlosser, Manfred
, p. 9047 - 9048 (2007/10/03)
Mixing a finely pulverized alkyltriphenylphosphonium salt and potassium hydride in 1:1 molar ratio gives a ready-to-use powder the components of which react rapidly when tert-butyl methyl ether is added under stirring. When, in general after a few minutes, the generation of the (triphenylphosphonio)alkanide is complete, it can be immediately used for the Wittig olefination of a carbonyl compound. Compared to sodium amide based 'instant ylids', the new blends offer little advantage as long as simple phosphonium salts are ingredients but they extend considerably the shelf life of mixtures containing heterosubstituted derivatives such as methylthiomethyl- or picolyltriphenylphosphonium salts. Copyright (C) 1996 Elsevier Science Ltd.