Cyclobutene durch Corey-Winter-Eliminierung

Hartmann, Willy; Fischler, H.-M.; Heine, H.-G.

doi:10.1016/s0040-4039(01)84456-7

Cited by 14 publications

(3 citation statements)

References 16 publications

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“…Cyclobutene-/,2-</z (7). Cyclobutane-1,2-diol-1,2-d2 thiocarbonate (6) was heated with trimethyl phosphite as described by Hartmann et al 24 The yield of cyclobutene-1,2-í/2 (50-75%) was somewhat lower than reported (90%) but satisfactory. The product collected in the trap was purified by gas chromatography in the same manner as cyclobutene.…”

Section: Methodsmentioning

confidence: 93%

“…Cyclobutane-l,2-diol-1,2-d2 thiocarbonate (6) was heated with trimethyl phosphite as described by Hartmann et al 24 The yield of cyclobutene-1,2-d, (50-75%) was somewhat lower than reported (90%) but satisfactory. Cyclobutane-l,2-diol-1,2-d2 thiocarbonate (6) was heated with trimethyl phosphite as described by Hartmann et al 24 The yield of cyclobutene-1,2-d, (50-75%) was somewhat lower than reported (90%) but satisfactory.…”

Section: 2-cyclobutadione (3)mentioning

confidence: 91%

“…Cyclobutane-1,2-diol-/,2-</z Thiocarbonate (6). 24 A dried 50-mL flask capped with a septum under argon was charged with 4 in 5 mL of toluene via syringe. A 10-mL portion of the solution of thiocarbonyldiimidazole (5) was added, a short path distillation apparatus was attached and the CH2C12 was removed by distillation.…”

Section: Methodsmentioning

confidence: 99%

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Infrared intensities: cyclobutene. A normal-coordinate analysis and comparison with cyclopropene

Wiberg¹,

Rosenberg²

1992

J. Phys. Chem.

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The infrared and Raman spectra of cyclobutene and of its 1,2-d2 and 3,3,4,4-d4 isotopomers were determined, and the intensities of the infrared bands were measured. A new vibrational assignment was made with the help of the spectrum calculated using the 6-31G* basis set. A normal-coordinate analysis was carried out, and the infrared intensities were converted to atomic polar tensors and to dipole moment derivatives with respect to symmetry coordinates. The results of this investigation are compared with similar data obtained previously for cyclopropene and with corresponding data for cyclopropane, ethylene, and propane.

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Section: Methodsmentioning

confidence: 93%

Section: 2-cyclobutadione (3)mentioning

confidence: 91%

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Infrared intensities: cyclobutene. A normal-coordinate analysis and comparison with cyclopropene

Wiberg¹,

Rosenberg²

1992

J. Phys. Chem.

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The Acyloin Condensation

2011

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The acyloin condensation usually involves the reductive dimerization of a carboxylic ester, although acid chlorides and the anhydrides have been used. The reducing agent is in an alkali metal and the product is an ene‐diolate. Two gram‐atoms of metal are required for each mole of ester with the concomitant formation of a mole of akoxide and one‐half mole of the ene‐diolate. Oxidation of acyloins to diketoes can be accomplished by a variety of reagents. Acyloins can be reduced to ketones by various modifications of the Clemmenson technique. Under mild conditions the ketone will dominate. This chapter presents a complete picture of both the linear and cyclic acyloin condensation with particular emphasis on developments since 1960. The discussion is closely limited to the acyloin condensation and its modifications.

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