Synthesis, Structure, and Reactivity of a η3-1-Hydroxyallyl Complex:  Protonation of an α,β-Unsaturated Carbonyl Compound Bound to Palladium(0) and Platinum(0)

2003 ◽  
Vol 125 (30) ◽  
pp. 9020-9021 ◽  
Author(s):  
Sensuke Ogoshi ◽  
Masaki Morita ◽  
Hideo Kurosawa
Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 6053
Author(s):  
Mathilde Lecourt ◽  
Giorgiana Chietera ◽  
Bernard Blerot ◽  
Sylvain Antoniotti

Laccase-based biocatalytic reactions have been tested with and without mediators and optimized in the oxidation of allylbenzene derivatives, such as methyl eugenol taken as a model substrate. The reaction primarily consisted in the hydroxylation of the propenyl side chain, either upon isomerization of the double bond or not. Two pathways were then observed; oxidation of both allylic alcohol intermediates could either lead to the corresponding α,β-unsaturated carbonyl compound, or the corresponding benzaldehyde derivative by oxidative cleavage. Such a process constitutes a green equivalent of ozonolysis or other dangerous or waste-generating oxidation reactions. The conversion rate was sensitive to the substitution patterns of the benzenic ring and subsequent electronic effects.


1982 ◽  
Vol 60 (5) ◽  
pp. 601-606 ◽  
Author(s):  
Katherine Valenta ◽  
Friedrich Grein

As an explanation of the stereochemistry of photoaddition between α,β-unsaturated carbonyl compounds and olefins, Wiesner suggested that the excited state of the α,β-unsaturated carbonyl compound is pyramidal at the β-carbon. It is shown by abinitio SCF and CI studies that for acrolein in the 1nπ*, 3nπ*, and 3ππ* excited states the β-carbon remains planar. In addition, vertical excitation energies for the 1nπ* and 1ππ*, and adiabatic excitation energies for the 1nπ* and 3nπ* states of trans-acrolein have been calculated.


ChemInform ◽  
2005 ◽  
Vol 36 (1) ◽  
Author(s):  
Takashi Nakagawa ◽  
Hidehiko Fujisawa ◽  
Yuzo Nagata ◽  
Teruaki Mukaiyama

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