17953-97-8Relevant articles and documents
Carbene in Rigid Matrix. XI. Temperature and Matrix Effect on Phenylcarbene Processes in Ether and Amine
Tomioka, Hideo,Suzuki, Shinji,Izawa, Yasuji
, p. 492 - 495 (1982)
Product distributions from reactions of phenylcarbene with diethyl or diisopropyl ether or diethylamine were found to be highly dependent on reaction temperature.As temperature decreases, the C-O displacement reaction and N-H insertion are decreased.Concomitantly, primary C-H insertion products markedly increase especially at lower matrix temperatures.
FLUORINATION WITH XENON DIFLUORIDE, PART XXXV. REACTION WITH GRIGNARD REAGENTS
Bregar, Zvonko,Stavber, Stojan,Zupan, Marko
, p. 187 - 194 (2007/10/02)
Several Grignard reagents in diethyl ether solution readily react with xenon difluoride at room temperature, the complexity of the reaction course depending on the structure of the reagent.In all cases studied three main types of products, i.e. 1-ethoxy-1-substituted ethane (2), reduced product (3) and dimeric product (4) are formed.In the case of dodecyl magnesium bromide (1a), 2-ethoxydodecane (2a), decane (3a) and eicosane (4a) formed represent 98percent of products formed, with 2percent of the reaction mixture containing at least up to seven unidentified products, while with benzyl magnesium bromide (1b), the three main products 2b, 3b, and 4b represent 80percent of the reaction mixture, the remaining 20percent containing up to nine products with benzyl bromide being the main side product.The complexity of the reaction increases even more in the case of phenyl magnesium bromide, where 2c, 3c and 4c represent only 70percent of products formed, the remaining 30percent consisting of up to 21 products with the following being identified: bromobenzene, bromobiphenyl, 1,1-bromo-1-phenylethane, α-bromo and α,α-dibromoacetophenone, and 1,1-diphenyl-2-bromoethene.
Regiospecific Insertion of Benzylidene Ligands into α-C-H Bond of Ethers
Fischer, Helmut,Schmid, Johann,Maerkl, Robert
, p. 572 - 573 (2007/10/02)
The benzylidene complexes (CO)5W=CH(p-C6H4R) (R = H, Me) react with diethyl ether or tetrahydrofuran to give regiospecifically the products of the insertion of the benzylidene ligand into the α-C-H bond of the ethers; the insertion reaction follows an associative mechanism initiated by a nucleophilic attack of the ethers at the benzylidene ligand.