129379-52-8Relevant academic research and scientific papers
Chemoselective Homologation-Deoxygenation Strategy Enabling the Direct Conversion of Carbonyls into (n+1)-Halomethyl-Alkanes
Citarella, Andrea,Holzer, Wolfgang,Ielo, Laura,Langer, Thierry,Miele, Margherita,Pace, Vittorio,Urban, Ernst,Zehl, Martin
supporting information, p. 7629 - 7634 (2020/10/12)
The sequential installation of a carbenoid and a hydride into a carbonyl, furnishing halomethyl alkyl derivatives, is reported. Despite the employment of carbenoids as nucleophiles in reactions with carbon-centered electrophiles, sp3-type alkyl halides remain elusive materials for selective one-carbon homologations. Our tactic levers on using carbonyls as starting materials and enables uniformly high yields and chemocontrol. The tactic is flexible and is not limited to carbenoids. Also, diverse carbanion-like species can act as nucleophiles, thus making it of general applicability.
Conformational interactions between a phenyl ring and a side-chain halide substituent: a 1H NMR and molecular mechanics study of some 2-aryl-1-halopropanes
Cook, Michael J.,Howe, Trevor J.
, p. 957 - 965 (2007/10/02)
1H NMR data are reported for a series of 2-aryl-1-halopropanes.Vicinal coupling constants in the CH2-CH-fragment show that the rotamer populations about the C-C bond are sensitive to para substituents.The ratio of anti-gauche aryl/halide conformers is greatest when the para substituent is the electron-donating ethyl group and least when it is the strongly electron-withdrawing nitro group.This points to a non-steric conformational interaction involving the ring and the sidechain heteroatom.Comparison of the empirical results with conformational preferences predictedfrom molecular mechanics calculations using the COSMIC force field suggests that the interaction serves to enhance the population of the anti arrangement.
RELATIONSHIP GOVERNING THE ALKYLATION OF AROMATIC HYDROCARBONS WITH ALLYL CHLORIDE AND BROMIDE IN THE PRESENCE OF SULFURIC ACID
Magerramov, M. N.
, p. 1485 - 1488 (2007/10/02)
The kinetic relationships governing the alkylation of aromatic hydrocarbons by allyl chloride and allyl bromide in the presence of sulfuric acid were studied.It was established that the reactivity of the aromatic hydrocarbons varies in relation to the "activity" of the allyl halides in the order allyl chloride > allyl bromide > propylene.
