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Article: cis-β-Ruthenium Complexes with Sterically Bulky Salen Ligands: Enantioselective Intermolecular Carbene Insertion into Si–H Bonds and X-ray Crystal Structure of cis-β-[RuII(salen)(CO)(CPh2)] Complex

Titlecis-β-Ruthenium Complexes with Sterically Bulky Salen Ligands: Enantioselective Intermolecular Carbene Insertion into Si–H Bonds and X-ray Crystal Structure of cis-β-[RuII(salen)(CO)(CPh2)] Complex
Authors
KeywordsDiazoacetic Acid Ethyl Ester
Enantioselectivity
Carbenes
Issue Date2020
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/organometallics
Citation
Organometallics, 2020, v. 39, p. 2642-2652 How to Cite?
AbstractThe synthesis, spectroscopy, crystal structure, and electrochemical behavior of cis-β-RuII(CO)2, cis-β-RuII(CO)(H2O), and cis-β-RuII(CO)(carbene) complexes supported by sterically bulky salen ligands are described, along with the catalytic activity of chiral cis-β-[RuII(salen)(CO)2] complexes toward enantioselective carbene Si–H insertion using N2C(Ar)CO2R as the carbene source under light irradiation with product yields up to 96% and ee up to 84%. The cis-β-RuII(CO)(H2O) complex was isolated by using a binaphthyl salen ligand bearing bulky CPh3 substituents with the H2O molecule coordinated at the site trans to an Nimine atom of the salen ligand. Light irradiation of a cis-β-RuII(CO)2 complex, supported by a binaphthyl salen ligand with tBu substituents, followed by treatment with N2CAr2 (Ar = Ph, p-ClC6H4) gave cis-β-[RuII(salen)(CO)(CAr2)], which features a coordinated carbene ligand trans to a salen Nimine atom and undergoes carbene transfer to nitrosobenzene to give the corresponding nitrone product. These findings and related HR-ESI-MS studies provide evidence for the involvement of salen-supported cis-β-RuII(CO)(C(Ar)CO2R) active species in the intermolecular carbene Si–H insertion reaction catalyzed by cis-β-[RuII(salen)(CO)2] complexes.
Persistent Identifierhttp://hdl.handle.net/10722/287264
ISSN
2019 Impact Factor: 3.804
2015 SCImago Journal Rankings: 2.043

 

DC FieldValueLanguage
dc.contributor.authorLee, CL-
dc.contributor.authorChen, D-
dc.contributor.authorChang, XY-
dc.contributor.authorTang, Z-
dc.contributor.authorChe, CM-
dc.date.accessioned2020-09-22T02:58:20Z-
dc.date.available2020-09-22T02:58:20Z-
dc.date.issued2020-
dc.identifier.citationOrganometallics, 2020, v. 39, p. 2642-2652-
dc.identifier.issn0276-7333-
dc.identifier.urihttp://hdl.handle.net/10722/287264-
dc.description.abstractThe synthesis, spectroscopy, crystal structure, and electrochemical behavior of cis-β-RuII(CO)2, cis-β-RuII(CO)(H2O), and cis-β-RuII(CO)(carbene) complexes supported by sterically bulky salen ligands are described, along with the catalytic activity of chiral cis-β-[RuII(salen)(CO)2] complexes toward enantioselective carbene Si–H insertion using N2C(Ar)CO2R as the carbene source under light irradiation with product yields up to 96% and ee up to 84%. The cis-β-RuII(CO)(H2O) complex was isolated by using a binaphthyl salen ligand bearing bulky CPh3 substituents with the H2O molecule coordinated at the site trans to an Nimine atom of the salen ligand. Light irradiation of a cis-β-RuII(CO)2 complex, supported by a binaphthyl salen ligand with tBu substituents, followed by treatment with N2CAr2 (Ar = Ph, p-ClC6H4) gave cis-β-[RuII(salen)(CO)(CAr2)], which features a coordinated carbene ligand trans to a salen Nimine atom and undergoes carbene transfer to nitrosobenzene to give the corresponding nitrone product. These findings and related HR-ESI-MS studies provide evidence for the involvement of salen-supported cis-β-RuII(CO)(C(Ar)CO2R) active species in the intermolecular carbene Si–H insertion reaction catalyzed by cis-β-[RuII(salen)(CO)2] complexes.-
dc.languageeng-
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/organometallics-
dc.relation.ispartofOrganometallics-
dc.subjectDiazoacetic Acid Ethyl Ester-
dc.subjectEnantioselectivity-
dc.subjectCarbenes-
dc.titlecis-β-Ruthenium Complexes with Sterically Bulky Salen Ligands: Enantioselective Intermolecular Carbene Insertion into Si–H Bonds and X-ray Crystal Structure of cis-β-[RuII(salen)(CO)(CPh2)] Complex-
dc.typeArticle-
dc.identifier.emailLee, CL: mrcllee@connect.hku.hk-
dc.identifier.emailChang, XY: xychang@HKUCC-COM.hku.hk-
dc.identifier.emailTang, Z: zhoutang@hku.hk-
dc.identifier.emailChe, CM: chemhead@hku.hk-
dc.identifier.authorityChe, CM=rp00670-
dc.identifier.doi10.1021/acs.organomet.0c00268-
dc.identifier.scopuseid_2-s2.0-85088133868-
dc.identifier.hkuros314224-
dc.identifier.volume39-
dc.identifier.spage2642-
dc.identifier.epage2652-
dc.publisher.placeUnited States-

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