24099-71-6Relevant articles and documents
Davis et al.
, p. 349 (1973)
A General Approach to Deboronative Radical Chain Reactions with Pinacol Alkylboronic Esters
André-Joyaux, Emy,Kuzovlev, Andrey,Renaud, Philippe,Tappin, Nicholas D. C.
supporting information, p. 13859 - 13864 (2020/06/10)
The generation of carbon-centered radicals from air-sensitive organoboron compounds through nucleohomolytic substitution at boron is a general method to generate non-functionalized and functionalized radicals. Due to their reduced Lewis acidity, alkylboronic pinacol esters are not suitable substrates. We report their in situ conversion into alkylboronic catechol esters by boron-transesterification with a substoichiometric amount of catechol methyl borate combined with an array of radical chain processes. This simple one-pot radical-chain deboronative method enables the conversion of pinacol boronic esters into iodides, bromides, chlorides, and thioethers. The process is also suitable the formation of nitriles and allylated compounds through C?C bond formation using sulfonyl radical traps. The power of combining radical and classical boron chemistry is illustrated with a modular 5-membered ring formation using a combination of three-component coupling and protodeboronative cyclization.
SONOLYSIS OF CHLOROFORM.
Henglein,Fischer
, p. 1196 - 1199 (2007/10/02)
Chloroform is decomposed by irradiation with ultrasonic waves to yield a large number of products. The major products are various unsaturated compounds. Decomposition occurs only in the presence of a monoatomic- or diatomic gas. Free radicals and carbenes are postulated as intermediates of sonolysis which can only be scavenged by volatile additives such as O//2 or c-hexene. In the presence of 10% c-hexene, the rate of sonolysis of chloroform is increased and various additional products are formed. Pure c-hexene is decomposed at a much lower rate than chloroform. The sonolysis of chloroform proceeds at a rate comparable to that of water.
