Addition of alcohols to isoprene catalyzed by hydrated rhodium trichloride: A way to improve the 1,4-addition regioselectivity |
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Affiliation: | 1. Department of Chemistry, CICECO, University of Aveiro, Campus Universitário de Santiago, 3810-193 Aveiro, Portugal;2. Laboratory of Separation and Reaction Engineering, Associate Laboratory LSRE/LCM, Department of Chemical Engineering, Faculty of Engineering, University of Porto, Rua Dr. Roberto Frias, s/n, 4200-465 Porto, Portugal;1. Institute of Chemical Process Engineering. University of Alicante, Alicante, Spain;2. Optimization and Systems Theory, Department of Mathematics. KTH Royal Institute of Technology, Stockholm, Sweden;3. Department of Computing. Imperial College London, London, United Kingdom |
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Abstract: | Synthesis of alkoxyolefins from alcohols and dienes can be achieved in the presence of hydrated rhodium trichloride. Because of the probable intermediate formation of π-allylic rhodium complexes, the regioselectivity of the addition varies according to the reaction conditions. Without any additives, the greatest selectivity in 1,4-addition is 53% for a 78% isoprene conversion. In the presence of zinc chloride, 1,4-addition is significantly increased (68% for a 70% conversion). |
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