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- Publisher Website: 10.1002/ejoc.200901434
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Article: Immobilization of diphenylamine-linked bis(oxazoline) ligands and their application in the asymmetric friedel-crafts alkylation of indole derivatives with nitroalkenes
Title | Immobilization of diphenylamine-linked bis(oxazoline) ligands and their application in the asymmetric friedel-crafts alkylation of indole derivatives with nitroalkenes |
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Authors | |
Keywords | Friedel-crafts reaction Immobilization Alkylation Dendrimers Heterocycles |
Issue Date | 2010 |
Citation | European Journal of Organic Chemistry, 2010, v. 2010 n. 11, p. 2121-2131 How to Cite? |
Abstract | A diphenylamine-linked bis(oxazoline) ligand with trans-diphenyl substitution on the oxazoline rings has been immobilized onto one- to three-generation Fréchet-type dendrimers and a C3-symmetric core structure. The catalytic activities and enantioselectivities of these new ligands were tested in the asymmetric Friedel-Crafts alkylation reactions of indole derivatives with, nitroalkenes. The two types of immobilized ligands exhibited similar enantioselectivities and substrate compatibilities to the free ligand trans-DPBO we reported previously. No dendrimer effect was observed in the kinetic investigation of the Fréchet-type dendrimer-immobilized ligands. The in situ recycling of the catalysts was also tested to illustrate the effect of reducing catalyst loading and the efficiency of our system. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA. |
Persistent Identifier | http://hdl.handle.net/10722/291957 |
ISSN | 2023 Impact Factor: 2.5 2023 SCImago Journal Rankings: 0.584 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Liu, Han | - |
dc.contributor.author | Du, Da Ming | - |
dc.date.accessioned | 2020-11-17T14:55:28Z | - |
dc.date.available | 2020-11-17T14:55:28Z | - |
dc.date.issued | 2010 | - |
dc.identifier.citation | European Journal of Organic Chemistry, 2010, v. 2010 n. 11, p. 2121-2131 | - |
dc.identifier.issn | 1434-193X | - |
dc.identifier.uri | http://hdl.handle.net/10722/291957 | - |
dc.description.abstract | A diphenylamine-linked bis(oxazoline) ligand with trans-diphenyl substitution on the oxazoline rings has been immobilized onto one- to three-generation Fréchet-type dendrimers and a C3-symmetric core structure. The catalytic activities and enantioselectivities of these new ligands were tested in the asymmetric Friedel-Crafts alkylation reactions of indole derivatives with, nitroalkenes. The two types of immobilized ligands exhibited similar enantioselectivities and substrate compatibilities to the free ligand trans-DPBO we reported previously. No dendrimer effect was observed in the kinetic investigation of the Fréchet-type dendrimer-immobilized ligands. The in situ recycling of the catalysts was also tested to illustrate the effect of reducing catalyst loading and the efficiency of our system. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA. | - |
dc.language | eng | - |
dc.relation.ispartof | European Journal of Organic Chemistry | - |
dc.subject | Friedel-crafts reaction | - |
dc.subject | Immobilization | - |
dc.subject | Alkylation | - |
dc.subject | Dendrimers | - |
dc.subject | Heterocycles | - |
dc.title | Immobilization of diphenylamine-linked bis(oxazoline) ligands and their application in the asymmetric friedel-crafts alkylation of indole derivatives with nitroalkenes | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1002/ejoc.200901434 | - |
dc.identifier.scopus | eid_2-s2.0-77950243314 | - |
dc.identifier.volume | 2010 | - |
dc.identifier.issue | 11 | - |
dc.identifier.spage | 2121 | - |
dc.identifier.epage | 2131 | - |
dc.identifier.eissn | 1099-0690 | - |
dc.identifier.isi | WOS:000277214000010 | - |
dc.identifier.issnl | 1099-0690 | - |