Proton affinities of phenylalkylamines by the kinetic method |
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| Institution: | 1. Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai, 400076, India;2. School of Chemical Sciences, Indian Association for the Cultivation of Science, Jadavpur, Kolkata, 700032, India;3. Department of Chemistry, Jagannath Kishore College, Post & District-Purulia, Purulia, 723101, India;1. Department of Life Science, Sookmyung Women''s University, Seoul 140-742, Republic of Korea;2. Department of Dermatology, Yeouido St. Mary''s Hospital, The Catholic University of Korea, Seoul 150-713, Republic of Korea;1. Department of Chemistry, Faculty of Liberal Arts and Science, Kasetsart University, Kamphaeng Saen Campus, Nakhon Pathom, 73140, Thailand;2. Translational Medicine Research Center (TMRC), Department of Biomedical Sciences and Biomedical Engineering, Faculty of Medicine, Prince of Songkla University, Songkhla, 90110, Thailand;3. Center for Advanced Studies in Nanotechnology for Chemical, Food and Agricultural Industries, KU Institute for Advanced Studies, Kasetsart University, Bangkok, 10900, Thailand;4. Department of Materials Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Rayong, 21210, Thailand;1. Department of Chemistry, College of Science, Mustansiriyah University, Baghdad, Iraq;2. Narcotic Research Department, National Center for Social and Criminological Research (NCSCR), Giza 11561, Egypt;3. Ministry of Public Health, Doha, Qatar;4. Chemistry Department, Faculty of Science, Cairo University, 12613 Giza, Egypt;5. Department of Nanoscience, Basic and Applied Sciences Institute, Egypt-Japan University of Science and Technology, New Borg El Arab, Alexandria 21934, Egypt |
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| Abstract: | The kinetic method was used to determine the proton affinities of phenylalkylamines of general formula R1R2C6H3CHR3(CH2)nNR4R5 where R1 = H or OH; R2 = H, F, NO2, OH or OCH3; R3 = H or OH; R4 and R5 = H and/or CH3; n = 1−3. Amines were used as reference bases and the proton affinities of the phenylalkylamines were bracketed by a pair of reference bases that give rise, in the MIKE spectra of the heterodimer, to more or less intense signals than the compound under study. The influence of the aliphatic chain length and of the substituents on the aromatic ring, on the proton affinities of the phenylalkylamines is presented and discussed. The formation of an hydrogen bond between the amino group and the aromatic ring is proposed to explain the results obtained. |
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