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Reduction of Ethyl t ‐Cinnamates by Samarium Diiodide
Author(s) -
Lin TzuenYeuan,
Fuh MingRen,
Chan ISan
Publication year - 2001
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200100121
Subject(s) - chemistry , cinnamates , samarium diiodide , medicinal chemistry , catalysis , samarium , reaction rate constant , polar effect , n butanol , butanol , organic chemistry , ethanol , kinetics , physics , quantum mechanics
Rate constants directly measured from the GC‐analyzed method for SmI 2 reduction of ethyl t ‐cinnamate and its substituted derivatives in the presence of HMPA and t ‐butanol were obtained. HMPA exhibits a stronger catalytic effect than t ‐butanol. Dependence of reaction rates on concentration of SmI 2 and temperature were studied. Electron‐donating groups retard this reduction; the electron‐withdrawing groups, on the other hand, enhance the reaction rates dramatically.