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나노물질 및 화학반응 연구단
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Preference of Ruthenium-Based Metathesis Catalysts toward Z- and E-Alkenes as a Guide for Selective Reactions to Alkene Stereoisomers

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Title
Preference of Ruthenium-Based Metathesis Catalysts toward Z- and E-Alkenes as a Guide for Selective Reactions to Alkene Stereoisomers
Author(s)
Lee J.; Kyung Hwan Kim; Lee O.S.; Choi T.-L.; Lee H.-S.; Hyotcherl Ihee; Sohn J.-H.
Publication Date
2016-09
Journal
JOURNAL OF ORGANIC CHEMISTRY, v.81, no.17, pp.7591 - 7596
Publisher
AMER CHEMICAL SOC
Abstract
As a guide for selective reactions toward either Z- or E-alkene in a metathesis reaction, the relative preference of metathesis Ru catalysts for each stereoisomer was determined by a method using time-dependent fluorescence quenching. We found that Ru-1 prefers the Z-isomer over the E-isomer, whereas Ru-2 prefers the E-isomer over the Z-isomer. The Z/E-alkene preference of the catalysts precisely predicted the Z/E isomeric selectivity in the metathesis reactions of diene substrates possessing combinations of Z/E-alkenes. For the diene substrates, the rate order of the reactions using Ru-1 was Z,Z-1,6-diene > Z,E-1,6-diene > E,E-1,6-diene, while the completely opposite order of E,E-1,6-diene > Z,E-1,6-diene > Z,Z-1,6-diene was exhibited in the case of Ru-2. © 2016 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/3125
ISSN
0022-3263
Appears in Collections:
Center for Nanomaterials and Chemical Reactions(나노물질 및 화학반응 연구단) > Journal Papers (저널논문)
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