82971-11-7Relevant articles and documents
Cornforth and Corey-Suggs reagents as efficient catalysts for sulfonation of aromatic and heteroaromatic compounds using NaHSO3 under solvent free and microwave conditions
Fatima, Touheeth,Duguta, Govardhan,Purugula, Venkanna,Yelike, Hemanth Sriram,Kamatala, Chinna Rajanna
, p. 1001 - 1006 (2020/07/27)
Cornforth and Corey-Suggs reagents Pyridinium Dichromate (PDC) and Pyridinium Chlorochromate (PCC) were explored as efficient catalysts for sulfonation of aromatic and heteroaromatic compounds using NaHSO3 in aqueous acetonitrile medium at room temperature within 1–4 h, while microwave assisted reactions took place within 1–4 min under solvent-free conditions. These observations indicate significant rate accelerations in microwave assisted reactions. which were explained due to the bulk activation of molecules induced by insitu generated high temperatures and pressures when microwaves are transmitted through reaction medium.
Nucleophilic Substitution at Sulphonyl Sulphur. Part 2. Hydrolysis and Alcoholysis of Aromatic Sulphonyl Chlorides
Ballistreri, Francesco P.,Cantone, ALfio,Maccarone, Emanuele,Tomaselli, Gaetano A.,Tripolone, Mario
, p. 438 - 441 (2007/10/02)
Kinetics of hydrolysis, methanolysis and ethanolysis of furan-2 and -3-, thiophen-2- and -3-, and benzene-sulphonyl chlorides have been measured.Fair correlations with Taft ?* values for heterocycles are found; more satisfactory trends are observed by applying the two-parameter (polar and steric) Taft-Pavelich equation, particularly for the hydrolysis reaction including data for aliphatic sulphonyl chlorides.In this case the negative δ value, which is related to the steric parameter, is consistent with steric acceleration due to relief of strain in the transition state.Alcoholysis rates of substituted thiophen-2-sulphonyl chlorides (5-CH3, 5-Cl, 4-NO2, and 5-NO2) have been also measured in order to compare the substituent effects with those already observed for hydrolysis.The data are in accord with previous findings, that an SN2 type mechanism takes place which is shifted toward an SN1 process (looser transition state) or an SAN process (tighter transition state) in the hydrolysis and alcoholysis reactions, respectively.