HYDRIDE REDUCTIONS OF THE CIS AND TRANS-DIBENZOYLSTILBENES<sup>1</sup>

Lutz, Robert E.; Bauer, Carl R.; Lutz, R. G.; Gillespie, J. S.

doi:10.1021/jo01120a011

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Preparation Of Test Substances1

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1961

1991

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Cited by 10 publications

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“…irans-Dibenzoylstilbene is stable toward lithium aluminum hydride, sodium borohydride, and aluminum isopropoxide, while the cis isomer undergoes reductive cyclization with all three reagents. It was proposed that a ring-chain tautomeric equilibrium, possible only with the cis compound, is responsible for the difference in reactivity (223). The surprising resistance of 5,5-dinitro-2-pentanone to reduction with sodium borohydride was ascribed to its ability to exist as a ring tautomer (296).…”

Section: Conhjmentioning

confidence: 99%

Ring-Chain Tautomerism.

Jones¹

1963

Chem. Rev.

109

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Section: Conhjmentioning

confidence: 99%

Ring-Chain Tautomerism.

Jones¹

1963

Chem. Rev.

109

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“…2-Oxo-1,3-diphenylpropane was prepared from btmzylmagnesium chloride and phenylacetamide [29]. 1,4-Diphenylbut-?-ene-l, 4-dione was prepared from fomaryl chloride and bcnzene by Friedel-Crafts reaction [30].…”

Section: Preparation Of Test Substancesmentioning

confidence: 99%

Studies on the oxidative cleavage of the CC triple bond during the Autoxidation of Acetylenic Hydrocarbons. II. Studies concerning the reaction of ketocarbenes with molecular oxygen

Rao

Pritzkow

1987

J. Prakt. Chem.

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α‐Diazoacetophenone, α‐diazopropiophenone, α‐diazobutyrophenone and α‐diazodesoxybenzoin were thermally and photochemically decomposed in the presence and in the absence of oxygen using benzene, cyclohexane and chlorobenzene as solvents. The products expected from the reaction of the short‐lived intermediate ketocarbenes with oxygen (α‐diketones and lower carboxylic acids, especially benzoic acid) could not be detected. No substantial difference was found between the composition of the reaction mixtures formed in the presence and absence of oxygen. The results show that the oxidative cleavage of the CC triple bond during the autoxidation of acetylenic hydrocarbons does not proceed via the corresponding oxirenes or the valence‐isomeric ketocarbenes.

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