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Tin and iron halogenides as additives in ruthenium-catalyzed olefin metathesis
Affiliation:1. Sasol Technology Research & Development, P.O. Box 1, Klasie Havenga Road, Sasolburg 1947, Free State, South Africa;2. Sasol Technology Research Laboratory, St. Andrews, Sasol Technology (UK) Limited, Purdie Building, North Haugh, St. Andrews, Fife, Scotland KY16 9ST, UK;3. University of the Witwatersrand, School of Chemistry, Private Bag 3, PO Wits 2050, South Africa;4. University of Cape Town, Department of Chemical Engineering, Private Bag, Rondebosch 7701, South Africa;5. Nelson Mandela Metropolitan University, Department of Chemistry, P.O. Box 1600, Port Elisabeth 6000, South Africa;6. University of St. Andrews, Purdie Building, North Haugh, St. Andrews, Fife, Scotland KY16 9ST, UK;1. Department of Sciences and Methods for Engineering, University of Modena and Reggio Emilia, Via Amendola 2, Padiglione Morselli, Reggio Emilia, Italy;2. Civil, Chemical, Environmental and Materials Engineering Dept., University of Bologna, Via Terracini 28, 40131, Bologna, Italy;3. Organic Synthesys and Photoreactivity Institute, CNR, Via Selmi 2, 40126, Bologna, Italy;4. Industrial Engineering Dept., University of Catania, Viale A. Doria 6, 95125, Catania, Italy;5. ICTP-CSIC c/ Juan de la Cierva 3, 28006, Madrid, Spain;6. CIBER, Health Institute Carlos III. C/ Monforte de Lemos 3-5, Pabellón 11, 28029, Madrid, Spain;1. Nucleus Millennium of Chemical Processes and Catalysis, Faculty of Chemistry, Pontificia Universidad Católica de Chile, Casilla 306, Santiago, Chile;2. Chemisches Institut der Universität Münster, Corrensstrasse 40, 48149 Münster, Germany;3. Instituto de Química, Universidade Federal do Rio Grande do Sul, Porto Alegre, Brazil;4. Universidad Bernardo O Higgins, Departamento de Ciencias Químicas y Biológicas, Laboratorio de Bionanotecnología, General Gana 1702, Santiago, Chile;1. Key Laboratory of Coal Science and Technology of Ministry of Education and Shanxi Province, Taiyuan University of Technology, Taiyuan, 030024 Shanxi, China;2. Department of Chemical Processes and Environment, Faculty of Environmental Engineering, The University of Kitakyushu, 1-1, Hibikino, Wakamatsu, Kitakyushu, Fukuoka 808-0135, Japan;3. HiBD Research Institute, 1-2, Hibikino, Wakamatsu-ku, Kitakyushu 808-0135, Japan;1. Eduard-Zintl-Institut für Anorganische und Physikalische Chemie, Technische Universität Darmstadt, Alarich-Weiss-Str. 12, D-64287 Darmstadt, Germany;2. Anorganische und Analytische Chemie, Universität Paderborn, Warburger Straße 100, D-33098 Paderborn, Germany
Abstract:Different metal halogenides were used as additives in metathesis of 1-octene or in several cross-metathesis reactions catalysed by first and second generation Grubbs catalyst, 1 and 2, as well as by an improved first generation-type Grubbs catalyst 3. Tin(II) chloride and bromide enhance the performance of 1 and 3. The influence on 2 is rather minor under the chosen reaction conditions. The addition of iron(II) chloride and bromide results in an improvement of 1 to a lesser extent as the tin salts. The frequently observed isomerisation of olefins in metathesis reactions catalysed by 1 is suppressed in the presence of the applied tin salts.
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