Carbon–oxygen bond cleavage in allylic esters promoted by low‐valent transition‐metal hydride complexes | Zendy

Srivastava R S | Zendy

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Carbon–oxygen bond cleavage in allylic esters promoted by low‐valent transition‐metal hydride complexes

Author(s) -

Srivastava R S

Publication year - 1993

Publication title -

applied organometallic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.53

H-Index - 71

eISSN - 1099-0739

pISSN - 0268-2605

DOI - 10.1002/aoc.590070803

Subject(s) - chemistry , allylic rearrangement , hydride , cleavage (geology) , bond cleavage , medicinal chemistry , ruthenium , rhodium , transition metal , stereochemistry , oxygen , metal , carbon fibers , catalysis , organic chemistry , materials science , geotechnical engineering , fracture (geology) , composite number , composite material , engineering

CoH(N 2 )(PPh 3 ) 3 promotes carbon–oxygen (CO) bond cleavage in allylic carboxylates to give the corresponding olefins at room temperature. On the other hand, RuH 2 (PPh 3 ) 4 and RhH(PPh 3 ) 4 are mainly active for CO bond cleavage at elevated temperature. Reaction proceeds through a mechanism involving predissociation of one of the tertiary phosphines from the RuH 2 (PPh 3 ) 4 and RhH(PPh 3 ) 4 and competitive coordination of allylic carboxylates and PPh 3 to the vacant site on ruthenium and rhodium. A new six‐membered metallocyclic complex, Co(OCOCH 2 COCH 3 )(PPh 3 ) 2 , has been isolated.

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