Cope rearrangement revisited

This paper attacks the problem of reducing the activation energy of a Cope rearrangement to a negative number. The molecular orbitals of semibullvalene and the transition state for its Cope rearrangement are constructed. Then the effect ...

R Hoffmann，WD Stohrer - 《Journal of the American Chemical Society》

Molecular orbital theory of the electronic structure of organic compounds. XVI. Conformations and stabilities of substituted ethyl, propyl, and butyl cations

Ab initio molecular orbital theory is used to study the effects of substitution on the conformations and stabilities of ethyl, propyl, and butyl cations. A separation of the substituent effect into hyperconjugative and inductive contribu...

L Radom，JA Pople，PVR Schleyer - 《Journal of the American Chemical Society》

Reactions of the Dibromocarbene Adducts of Bicyclo[2.2.1]heptene and Bicyclo[2.2.1]heptadiene

The addition of dichlorocarbene to bicyclo [2.2.1]heptene gives the expected exo dichlorocyolopropane adduct which readily rearranges to exo-3,4-dichlorobicyclo[3.2.1]octene-2. The dibromocyclopropane formed upon addition of dibromocarbe...

WR Moore，WR Moser，LaPrade, Joseph E. - 《Journal of Organic Chemistry》

Direct observation of a homoaromatic bishomocyclopentadienide anion

Dithianyl anions capable of carbocyclization via either direct or Michael addition to a carbonyl unit can be generated from 2-trimethylsilyl-1,3-dithians.

S Winstein，MA Ogliaruso，M Sakai，... - 《Journal of the American Chemical Society》

Unsaturated heterocyclic systems. XCII. Nitrogen analogs of 1,6-methano[12]annulene. Effect on valence tautomerism of the locus of aza substitution

Beckmann rearrangement of 4,9-methano[11]annulenone oxime with tosyl chloride in pyridine and subsequent direct methanolysis leads to azaannulene 5 in 90% yield. The oxime of 3,8-methano[11]annulenone rearranges only with difficulty to g...

LA Paquette，HC Berk，SV Ley - 《Journal of Organic Chemistry》

Response of bullvalenylcarbinyl p-anisoate to solvolysis and of bullvalenyldiazomethane to thermal activation

Beckmann rearrangement of 4,9-methano[11]annulenone oxime with tosyl chloride in pyridine and subsequent direct methanolysis leads to azaannulene 5 in 90% yield. The oxime of 3,8-methano[11]annulenone rearranges only with difficulty to g...

LA Paquette，GH Birnberg - 《Journal of Organic Chemistry》

Facile synthesis of methanesulfonate esters

Beckmann rearrangement of 4,9-methano[11]annulenone oxime with tosyl chloride in pyridine and subsequent direct methanolysis leads to azaannulene 5 in 90% yield. The oxime of 3,8-methano[11]annulenone rearranges only with difficulty to g...

Ronald，K.，Crossland，... - 《Journal of Organic Chemistry》