An efficient protocol for copper-free palladium-catalyzed Sonogashira cross-coupling in aqueous media at low temperatures

Handle URI:
http://hdl.handle.net/10754/561908
Title:
An efficient protocol for copper-free palladium-catalyzed Sonogashira cross-coupling in aqueous media at low temperatures
Authors:
Marziale, Alexander N.; Schlüter, Johannes; Eppinger, Jorg ( 0000-0001-7886-7059 )
Abstract:
A thorough study on copper-free Sonogashira cross-couplings in water was carried out using the palla-dacycle, [{Pd(μ-Cl){K2-P,C-P(iPr) 2(OC6H3-2-Ph)}}2] as pre-catalyst with different bases and palladium concentrations. The highly active pre-catalyst imparts good to near quantitative yields using a concentration of 0.25 mol % at 40 °C. This broadly applicable protocol exhibits high tolerance of functional groups and substitution patterns. © 2011 Elsevier Ltd. All rights reserved.
KAUST Department:
KAUST Catalysis Center (KCC); Physical Sciences and Engineering (PSE) Division; Chemical Science Program; Biological & Organometallic Catalysis Laboratories
Publisher:
Elsevier BV
Journal:
Tetrahedron Letters
Issue Date:
Nov-2011
DOI:
10.1016/j.tetlet.2011.09.031
Type:
Article
ISSN:
00404039
Sponsors:
We are grateful to KAUST (baseline funding J.E., graduate fellowship for A.N.M.) for funding of this project.
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorMarziale, Alexander N.en
dc.contributor.authorSchlüter, Johannesen
dc.contributor.authorEppinger, Jorgen
dc.date.accessioned2015-08-03T09:33:50Zen
dc.date.available2015-08-03T09:33:50Zen
dc.date.issued2011-11en
dc.identifier.issn00404039en
dc.identifier.doi10.1016/j.tetlet.2011.09.031en
dc.identifier.urihttp://hdl.handle.net/10754/561908en
dc.description.abstractA thorough study on copper-free Sonogashira cross-couplings in water was carried out using the palla-dacycle, [{Pd(μ-Cl){K2-P,C-P(iPr) 2(OC6H3-2-Ph)}}2] as pre-catalyst with different bases and palladium concentrations. The highly active pre-catalyst imparts good to near quantitative yields using a concentration of 0.25 mol % at 40 °C. This broadly applicable protocol exhibits high tolerance of functional groups and substitution patterns. © 2011 Elsevier Ltd. All rights reserved.en
dc.description.sponsorshipWe are grateful to KAUST (baseline funding J.E., graduate fellowship for A.N.M.) for funding of this project.en
dc.publisherElsevier BVen
dc.subjectCross-couplingen
dc.subjectPalladacycleen
dc.subjectSonogashiraen
dc.subjectSustainabilityen
dc.titleAn efficient protocol for copper-free palladium-catalyzed Sonogashira cross-coupling in aqueous media at low temperaturesen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentBiological & Organometallic Catalysis Laboratoriesen
dc.identifier.journalTetrahedron Lettersen
kaust.authorEppinger, Jorgen
kaust.authorMarziale, Alexander N.en
kaust.authorSchlüter, Johannesen
All Items in KAUST are protected by copyright, with all rights reserved, unless otherwise indicated.