The Isolation of [Pd{OC(O)H}(H)(NHC)(PR3)] (NHC = N‑Heterocyclic Carbene) and Its Role in Alkene and Alkyne Reductions Using Formic Acid

The [Pd(SIPr)(PCy3)] complex efficiently promotes a tandem process involving dehydrogenation of formic acid and hydrogenation of C–C multiple bonds using H2 formed in situ. The isolation of a key catalytic hydridoformatopalladium species, [Pd{OC(O)H}(H)(IPr)(PCy3)], is reported. The complex plays a...

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Published inJournal of the American Chemical Society Vol. 135; no. 12; pp. 4588 - 4591
Main Authors Broggi, Julie, Jurčík, Václav, Songis, Olivier, Poater, Albert, Cavallo, Luigi, Slawin, Alexandra M. Z, Cazin, Catherine S. J
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 27.03.2013
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
MECHANISTIC ASPECTS
STORAGE MATERIAL
COMPLEX
LIGANDS
DECOMPOSITION
GENERATION
CATALYST
DECARBOXYLATION
CARBON-DIOXIDE
HYDROGEN-TRANSFER-REACTIONS
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Summary:The [Pd(SIPr)(PCy3)] complex efficiently promotes a tandem process involving dehydrogenation of formic acid and hydrogenation of C–C multiple bonds using H2 formed in situ. The isolation of a key catalytic hydridoformatopalladium species, [Pd{OC(O)H}(H)(IPr)(PCy3)], is reported. The complex plays a key role in the Pd(0)-mediated formation of hydrogen from formic acid. Mechanistic and computational studies delineate the operational role of the palladium complex in this efficient tandem sequence.
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja311087c