Dec 1, 1983 ... David J. Burinsky, Joseph E. Campana. Gas-phase electrophilic addition reactions of chlorinated alkyl ions. Organic Mass Spectrometry ... COVID-19 Remote Access Support: Learn More about expanded access to ACS Publications research. Site of gas-phase cation attachment. Protonation, methylation, and ethylation of aniline, phenol, and thiophenol K. V. Wood, D. J. Burinsky, D. Cameron, and R. G. Cooks Cite this: J. Org. Chem. 1983, 48, 26, 5236–5242 Publication Date:December 1, 1983 Supporting Info (1)»Supporting Information Note: In lieu of an abstract, this is the article's first page. jo00174a016_si_001.pdf (255.12 kb) This article is cited by 80 publications.
Gas‐phase electrophilic addition reactions of chlorinated alkyl ions. David J. Burinsky ... Joseph E. Campana. Naval Research Laboratory, Chemistry Division, ... Organic Mass SpectrometryVolume 23, Issue 8 Gas‐phase electrophilic addition reactions of chlorinated alkyl ions David J. Burinsky Joseph E. Campana Chemical ionization was used to study gas‐phase electrophilic addition reactions of chloromethyl ions ([CHx Cl3‐x ]+, x = 0, 1, 2) with a number of substituted benzenes (C6H5Y, Y = NH2, OH, CHO, CN, NO2). Mass‐analyzed ion kinetic energy spectrometry was used to characterize the reaction products with respect to the site of electrophilic addition (ring v. substituent). In some cases, examination of secondary reaction products (ion–molecule adduct which has undergone an elimination reaction in the ion source) aided in establishing the original site of electrophilic addition. Aniline, benzonitrile and nitrobenzene exhibited preferential substituent interaction, while phenol and benzaldehyde gave a mixture of ring and substituent reaction products. These gas‐phase results differ considerably from solution‐phase Friedel–Crafts alkylation; however, they are consistent with the notion of preferential σ‐bond formation at polarizable centers of negative charge. Advertisers & Corporate Partners
Dec 1, 1982 ... David J. Burinsky, Joseph E. Campana, R.Graham Cooks. Bimolecular condensation reactions in the gas phase. The Schiff base synthesis. COVID-19 Remote Access Support: Learn More about expanded access to ACS Publications research. Gas-phase Dieckmann ester condensation characterized by mass spectrometry/mass spectrometry David J. Burinsky and R. Graham Cooks Cite this: J. Org. Chem. 1982, 47, 25, 4864–4869 Publication Date:December 1, 1982 Note: In lieu of an abstract, this is the article's first page. This article is cited by 18 publications.
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