Catalytic Generation and Chemoselective Transfer of Nucleophilic Hydrides from Dihydrogen | Zendy

Pape Felix | Zendy; Brechmann Lea T. | Zendy; Teichert Johannes F. | Zendy

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Catalytic Generation and Chemoselective Transfer of Nucleophilic Hydrides from Dihydrogen

Author(s) -

Pape Felix,

Brechmann Lea T.,

Teichert Johannes F.

Publication year - 2019

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201805530

Subject(s) - nucleophile , catalysis , regioselectivity , chemistry , carbene , allylic rearrangement , reactivity (psychology) , hydride , kinetic isotope effect , deuterium , medicinal chemistry , organic chemistry , combinatorial chemistry , photochemistry , hydrogen , medicine , physics , alternative medicine , pathology , quantum mechanics

Copper(I)–N‐heterocyclic‐carbene (NHC) complexes enabled the catalytic generation of nucleophilic hydrides from dihydrogen (H 2 ) and their subsequent transfer to allylic chlorides. The highly chemoselective catalyst displayed no concomitant hydrogenation reactivity; in fact, the terminal double bond formed in the hydride transfer remained intact. Switching to deuterium gas (D 2 ) allowed for regioselective monodeuteration with excellent isotope incorporation.

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