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Tetrahedron Letters | 1973

Thermal degenerate rearramement of 1,2-dimethylenecyclobutane iron tricarbonyl

Joseph J. Gajewski; Chung Nan. Shih

Abstract Vapor phase pyrolysis of bis -1,2-(dideuteriomethylene) cyclobutane iron tricarbonyl at 170° resulted in hydrogen scrambling. Degradation of the rearrangement product indicated that either one exomethylene group was exchanging with one ring methylene or hydrogens were being reversibly transferred from the ring carbons to the exocyclic ones. Mechanisms that would explain either possibility involve the intermediacy of a sigma bonded iron with a π-allyl ligand.


Journal of the American Chemical Society | 1969

Hydrocarbon degenerate thermal rearrangements. III. Characterization of the methylallene dimers. Stereochemistry of the 1,2-dimethylenecyclobutane ring opening

Joseph J. Gajewski; Chung Nan. Shih


Journal of the American Chemical Society | 1967

Tetramethylenethane. Degenerate thermal rearrangement of 1,2-dimethylenecyclobutane

Joseph J. Gajewski; Chung Nan. Shih


Journal of the American Chemical Society | 1974

Hydrocarbon thermal degenerate rearrangements. VI. Boat Cope transition state in self-interconversion of 1,4-dimethylenecyclohexane

Joseph J. Gajewski; L. Kent Hoffman; Chung Nan. Shih


Journal of Organic Chemistry | 1972

Characterization of the dimethyl-1,2-dimethylenecylclobutanes from the methylallene thermal dimerization

Joseph J. Gajewski; Chung Nan. Shih


Tetrahedron Letters | 1970

anti-bishomocyclopentadienone and solvolysis of anti-bishomocyclopentadienyl p-nitrobenzoate

Joseph J. Gajewski; Chung Nan. Shih


Journal of the American Chemical Society | 1970

Mechanism and stereochemistry of the degenerate photochemical rearrangement of 1,2-dimethylenecyclobutanes. Possibility of vibrationally excited intermediates and the nonintervention of .DELTA. 1,4-bicyclo[2.2.0]hexene

Joseph J. Gajewski; Chung Nan. Shih


ChemInform | 1975

Double-bond geometric and degenerate structural photoisomerization of 1,2-dimethylenecyclobutanes

Philip A. Kelso; Alexander Yeshurun; Chung Nan. Shih; Joseph J. Gajewski


ChemInform | 1974

HYDROCARBON THERMAL DEGENERATE REARRANGEMENTS PART 6, A BOAT COPE TRANSITION STATE IN THE SELF-INTERCONVERSION OF 1,4-DIMETHYLENECYCLOHEXANE

Joseph J. Gajewski; L. Kent Hoffman; Chung Nan. Shih


ChemInform | 1972

ENTARTETE THERMISCHE UMLAGERUNGEN VON KOHLENWASSERSTOFFEN 5. MITT. STEREOCHEMIE DER 1,2-DIMETHYLEN-CYCLOBUTAN-UMLAGERUNG UND IHRE BEZIEHUNG ZUR ALLEN-DIMERISIERUNG UND DER UMLAGERUNG VON ANDEREN C6H8-ISOMEREN

Joseph J. Gajewski; Chung Nan. Shih

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Joseph J. Gajewski

Indiana University Bloomington

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Philip A. Kelso

Michigan State University

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