15785-29-2Relevant articles and documents
Uccella
, p. 494,496 (1975)
Vicinal Diboration of Alkyl Bromides via Tandem Catalysis
Wang, Xiao-Xu,Li, Lei,Gong, Tian-Jun,Xiao, Bin,Lu, Xi,Fu, Yao
supporting information, p. 4298 - 4302 (2019/06/14)
Vicinal diboration of alkyl bromides via tandem catalysis is reported. The reported reaction exhibits a broad substrate scope, good functional group compatibility, and regioselectivity. Moreover, it shows good practicality due to the easy accessibility of alkyl bromides in combination with diverse transformations of diboronates. Mechanism study indicates that terminal alkenes are generated selectively through nickel-catalyzed dehydrohalogenation of alkyl bromides followed by base/MeOH promoted diboration process to provide 1,2-diboration products.
Diagnostic fragmentations of adducts formed between carbanions and carbon disulfide in the gas phase. A joint experimental and theoretical study
MacLean, Micheal J.,Walker, Scott,Wang, Tianfang,Eichinger, Peter C. H.,Sherman, Patrick J.,Bowie, John H.
experimental part, p. 371 - 377 (2010/02/16)
Selected carbanions react with carbon disulfide in a modified LCQ ion trap mass spectrometer to form adducts, which when collisionally activated, decompose by processes which in some cases identify the structures of the original carbanions. For example (i) C6H5- + CS 2→ C6H5CS2-→ C6H5S- + CS, occurs through a 3-membered ring ipso transition state, and (ii) the reaction between C6H 5CH2- and CS2 gives an adduct which loses H2S, whereas the adduct(s) formed between o-CH 3C6H5- and CS2 loses H2S and CS. Finally, it is shown that decarboxylation of C 6H5CH2CH2CO2- produces the β-phenylethyl anion (PhCH2CH2 -), and that this thermalized anion reacts with CS2 to form C6H5CH2CH2CS2 - which when energized fragments specifically by the process C 6H5CH2CH2CS2 -→ C6H5CH2-CHC(S)SH → [(C6H5CH2CHCS) -SH] → C6H5CH2CCS- + H2S. Experimental findings of processes (ii) and (iii) were aided by deuterium labelling studies, and all reaction profiles were studied by theoretical calculations at the UCCSD(T)/6-31+G(d,p)//B3LYP/6-31+G(d,p) level of theory unless indicated to the contrary.