77984-74-8Relevant academic research and scientific papers
N-Hydroxyphthalimide-Mediated Electrochemical Iodination of Methylarenes and Comparison to Electron-Transfer-Initiated C-H Functionalization
Rafiee, Mohammad,Wang, Fei,Hruszkewycz, Damian P.,Stahl, Shannon S.
supporting information, p. 22 - 25 (2018/01/17)
An electrochemical method has been developed for selective benzylic iodination of methylarenes. The reactions feature the first use of N-hydroxyphthalimide as an electrochemical mediator for C-H oxidation to nonoxygenated products. The method provides the basis for direct (in situ) or sequential benzylation of diverse nucleophiles using methylarenes as the alkylating agent. The hydrogen-atom transfer mechanism for C-H iodination allows C-H oxidation to proceed with minimal dependence on the substrate electronic properties and at electrode potentials 0.5-1.2 V lower than that of direct electrochemical C-H oxidation.
Collisionally activated dissociation of N-alkylpyridinium cations to pyridine and alkyl cations in the gas phase
Katritzky, Alan R.,Watson, Clifford H.,Dega-Szafran, Zofia,Eyler, John R.
, p. 2471 - 2478 (2007/10/02)
Many N-alkylpyridinium cations undergo collisionally activated dissociation in the gas phase to form pyridine and the corresponding carbocation. Appearance potentials (A.E.) for this dissociation pathway for a wide variety of pyridiniums Py+-R
FORMATION OF PYRIDINIUM SALTS IN TOSYLATION OF BENZYL ALCOHOLS IN PYRIDINE
Rozwadowska, Maria D.,Wysocka, Waleria
, p. 533 - 536 (2007/10/02)
Several N-benzyl pyridinium perchlorates were prepared from benzyl alcohols pyridine and p-toluenesulfonyl chloride in a simple one-pot procedure.
Kinetics and Mechanisms of Nucleophilic Displacements with Heterocycles as Leaving Groups. 3. N-(Substituted benzyl)-2,4,6-triphenylpyridiniums: Effects of Benzyl Substitution on First- and Second-Order Rates
Katritzky, Alan R.,Musumarra, Giuseppe,Sakizadeh, Kumars
, p. 3831 - 3835 (2007/10/02)
1-(p-Methoxybenzyl)- and 1-(2-furfuryl)-2,4,6-triphenylpyridiniums react with piperidine in chlorobenzene by SN1 and SN2 mechanisms, the proportion of SN1 increasing with temperature.Other 1-(substituted benzyl) derivative
