title: Preference of Ruthenium-Based Metathesis Catalysts toward Z- and E-Alkenes as a Guide for Selective Reactions to Alkene Stereoisomers.
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.
authors.affiliation: Department of Chemistry, Chungnam National University , Daejeon 305-764, Republic of Korea.
authors.forename: Jihong
authors.initials: J
authors.lastname: Lee
authors.affiliation: Center for Nanomaterials and Chemical Reactions, Institute for Basic Science (IBS) , Daejeon 305-701, Republic of Korea.
authors.forename: Kyung Hwan
authors.initials: KH
authors.lastname: Kim
authors.affiliation: Department of Chemistry, Chungnam National University , Daejeon 305-764, Republic of Korea.
authors.forename: Ok Suk
authors.initials: OS
authors.lastname: Lee
authors.affiliation: Department of Chemistry, Seoul National University , Seoul 151-747, Republic of Korea.
authors.forename: Tae-Lim
authors.initials: TL
authors.lastname: Choi
authors.affiliation: Department of Chemistry, KAIST , Daejeon 305-701, Republic of Korea.
authors.forename: Hee-Seung
authors.initials: HS
authors.lastname: Lee
authors.affiliation: Center for Nanomaterials and Chemical Reactions, Institute for Basic Science (IBS) , Daejeon 305-701, Republic of Korea.|Department of Chemistry, KAIST , Daejeon 305-701, Republic of Korea.
authors.forename: Hyotcherl
authors.initials: H
authors.lastname: Ihee
authors.affiliation: Department of Chemistry, Chungnam National University , Daejeon 305-764, Republic of Korea.
authors.forename: Jeong-Hun
authors.initials: JH
authors.lastname: Sohn