Kinetics and mechanisms of nucleophilic displacements with heterocycles as leaving groups. 2. N-benzylpyridinium cations: rate variation with steric effects in the leaving group
Continuous-Flow Synthesis of Pyrylium Tetrafluoroborates: Application to Synthesis of Katritzky Salts and Photoinduced Cationic RAFT Polymerization
作者:Carlo Sambiagio、Matteo Ferrari、Koen van Beurden、Nicola della Ca’、Jack van Schijndel、Timothy Noël
DOI:10.1021/acs.orglett.1c00178
日期:2021.3.19
Katritzky salts have emerged as effective alkyl radical sources upon metal- or photocatalysis. These are typically prepared from the corresponding triarylpyrylium ions, in turn an important class of photocatalysts for smallmoleculessynthesis and photopolymerization. Here, a flow method for the rapid synthesis of both pyrylium and Katrizky salts in a telescoped fashion is reported. Moreover, several
Kinetics and mechanisms of nucleophilic displacements with heterocycles as leaving groups. Part 6. Reactions of N-(substituted benzyl)azaheterocyclonium compounds with piperidine
作者:Alan R. Katritzky、Wlodzimierz H. Basinski、Yu Xiang Ou、Giuseppe Musumarra、Ranjan C. Patel
DOI:10.1039/p29820001055
日期:——
The preparation is described of series of N-(p-substituted)benzyl and N-(2-furfuryl) compounds with different heterocyclic leaving groups. First- and second-order rate constants for their reactions with piperidine in chlorobenzene are measured and discussed. Plots of k2 values for substituted compounds versus k2 for the parent N-benzyl derivative are linear for each substituent despite variable temperature