103230-17-7Relevant academic research and scientific papers
Generation of α-Boryl Radicals and Their Conjugate Addition to Enones: Transition-Metal-Free Alkylation of gem-Diborylalkanes
Wu, Chaoqiang,Bao, Zhicheng,Dou, Bowen,Wang, Jianbo
, p. 2294 - 2298 (2021)
A transition-metal-free method for the alkylation of gem-diborylalkanes with α,β-unsaturated ketones has been developed. It is demonstrated that the α-boryl radicals can be generated efficiently from gem-diborylalkanes with the aid of catechol and oxidants. The α-boryl radicals formed through such process can be engaged in conjugate addition reaction with α,β-unsaturated ketones. This transformation is a straightforward method for the synthesis of γ-borylketones.
Nickel-catalyzed cross-coupling between functionalized primary or secondary alkylzinc halides and primary alkyl halides
Jensen, Anne Eeg,Knochel, Paul
, p. 79 - 85 (2002)
In the presence of Bu4NI (3 equiv) and 4-fluorostyrene (20 mol %), unreactive primary and secondary alkylzinc iodides undergo nickel-catalyzed cross-couplings with various primary alkyl iodides or bromides. More reactive secondary dialkylzincs and the mixed zinc organometallics RZnTMSM undergo the cross-coupling reaction in the absence of Bu4NI. The bicyclic secondary diorganozinc 6 prepared via boron-zinc exchange reacts with high retention of configuration. Free NH-groups are tolerated in the cross-coupling allowing the synthesis of aminated products.
Liquid-Crystalline Solvents as Mechanistic Probes. 21. Control of Norrish II 1,4-Biradical Reactivity by the Phase and Molecular Dimensions of an Ordered Solvent
Zimmermann, Richard G.,Liu, Jerry H.,Weiss, Richard G.
, p. 5264 - 5271 (2007/10/02)
The fates of four triplet 1,4-biradicals (produced as Norrish II intermediates during the irradiations of n-decanophenone, 2-cyclohexyl-1-(4-ethylphenyl)-1-ethanone, 4-cyclohexyl-1-phenyl-1-butanone, and 5-cyclohexyl-1-phenyl-1-pentanone) have been explored in crystalline-, smectic B-like, nematic-, and isotropic-phase solutions of trans,trans-4'-n-butyl-4-carbonitrile (BCCN).The experimental probe is the ratio of elimination to cyclization products.The results indicate that the ordered phases of BCCN behave as a molecular ruler with regard to solute conformations; the micromorphology of each phase imposes a different set of constraints upon the shapes of the 1,4-biradicals.A rationalization for the seemingly bizarre phase-dependent changes in product ratios, based upon the shapes and labilities of the 1,4-biradicals, is presented.
