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Styryl coupling vs. styryl acetate formation in reactions of styryl tellurides with palladium(II) salts
Institution:1. Department of Chemistry, Faculty of Science, İnönü University, 9044280 Malatya, Turkey;2. Department of Mathematics and Science Education, Faculty of Education, Ondokuz Mayıs University, 9055139 Samsun, Turkey;1. Department of Chemistry, University of Kentucky, Lexington, KY 40506, USA;2. Department of Medicinal Chemistry, Université libre de Bruxelles, Belgium;3. Center for Pharmaceutical Research and Innovation, College of Pharmacy and Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA;1. Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior s/n, Ciudad Universitaria, C.P. 04510 México, CDMX, Mexico;2. Facultad de Ciencias Químicas, Universidad Autónoma de Chihuahua, Circuito Universitario S/N. Chihuahua, Chihuahua C.P. 31125, Mexico;3. Red de Apoyo a la Investigación, Instituto Nacional de Ciencias Médicas y Nutrición SZ-Universidad Nacional Autónoma de México (CIC-UNAM), Ciudad de México 14000, Mexico;4. Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, Carpio y Plan de Ayala S/N, Colonia Santo Tomás, Ciudad de México, Mexico;1. Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan;2. Institute for Quantitative Biosciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-0032, Japan
Abstract:In sharp contrast to the expected formation of a telluride-palladium complex, the treatment of either (E,E)- and (Z,Z)-distyryl tellurides (1 and 2) or (E)- and (Z)-styryl phenyl tellurides (5 and 6) with Li2PdCl4 in acetonitrile at 25°C results in the formation of stereoisomeric 1,4-diphenylbuta-1,3-dienes, whereas the treatment of 1 and 2 with Pd(OAc)2 produces styryl acetates solely or mainly.
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