Semidiones derived from bicyclic hydrocarbons

Whittle, Philip R.

doi:10.31274/rtd-180814-3105

Cited by 2 publications

(2 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Thus, treatment of ^ with base in DMSO (Scheme 1) gives a mixture of semidiones '_8a and 9a. Acetoxy The tricyclic diketone 16 gives bicyclic semidione upon either chemical (16) or electrolytic (19) Whittle reported that diesters ^ and 21 give the same esr signal with splitting from four hydrogens of 0.5 gauss and splitting from two hydrogens of 2.7 gauss (20) The acyloin condensation of diester ^ followed by treat ment of the crude reaction product with base and DMSO gives an esr spectrum in which, four sets of hfsc's, A-D, (Scheme, 3)…”

Section: -I)mentioning

confidence: 99%

Electron spin resonance studies of the valence isomerism of 1,4- semidiones

Tanger

View full text Add to dashboard Cite

The first derivative esr spectrum of 29 bicyclo[4.2,0]octa-7-ene-2j5-semidione (1) in DMSO. 2. The first derivative esr spectrum of 32 bicyclo[4.2.0]octa-3,7-diene-2,5-dione (4o) in basic dg-DMSO after 10 minutes. 3. The first derivative esr spectrum of semi-34 quinone 6^ obtained by treating semidione 1 with air. 4. The first derivative esr spectrum recorded 36 after photolysis of a solution of semidione 1 in the esr cavity. 5. The first derivative esr spectrum (top) 42 obtained from bicyclo[4.2.0]octa-7-ene-2,5-dione (_^) in dg-DMSO; calculated spectrum (bottom) for Lorentzian line width 0.115 gauss with splitting constants from text. 6. The first derivative esr spectrum (top) of 44 semidione 69; calculated spectrum (bottom) for Lorentzian line width 0.100 gauss with splitting constants from text. 7. The first derivative esr spectrum (top) of 46 4la in basic DMSO; calculated spectrum (bottom) for Lorentzian line width 0.l4 10. The first derivative esr spectrum (top) of 59 semidione 72a; the first derivative esr spectrum (middle) of semiquinone 73a; the calculated spectrum (bottom) of semiquinone 73a for Lorentzian line width 0.25 gauss with splitting constants from Table 4. 11. The first derivative esr spectrum (top) of 6l semiquinone 73c; calculated spectrum (bottom) for Lorentzian line width 0.19 gauss with splitting constants from Table 4. 12. The first derivative esr spectrum (top) of. 63 semidione 72d; calculated spectrum (bottom) for Lorentzian line width 0.25 gauss with splitting constants from Table 4. 13. The first derivative esr spectrum (top) of 65 semiquinone 73d; calculated spectrum (bottom) for Lorentzian line width O.9O gauss with splitting constants from Table 4. 14. The first derivative esr spectrum (top) of 67 semiquinone 74e; calculated spectrum (bottom) for Lorentzian line width 0.20 gauss with splitting constants from Table 4. 15. The first derivative esr spectrum (top) of 70 semiquinone 77.; calculated spectrum (bottom) for Lorentzian line width 0.14 gauss with splitting constants from text. 16. The first derivative esr spectrum (top) of 75 semidione calculated spectrum (bottom) for Lorentzian line width O.I8 gauss with splitting constants in text. 17. The first derivative esr spectrum (top) of 78 radicals observed upon greater reduction of semidione 8I; the first derivative esr spectrum (bottom) of 2,3-dimethylsemiquinone (82). 18. The first derivative esr spectrum obtained 87 by treatment of 2,4-cyclooctadiene-l,6dione (84) with potassium t-butoxide in DMSO. vi Page 19. The first derivative esr spectrum obtained 89 from 2,4-cyclooctadiene-l,6-dione in basic DMSO under flow conditions. 20. The first derivative esr spectrum obtained 97 upon treatment of acetoxy ketone 106 with basic DMSO and traces of oxygen. 21. The first derivative esr spectrum obtained 104 by treating crude diepoxide T12 with base and DMSO under flow conditions. 22. The first derivative esr spectrum obtained 110 upon treatment of 2-cyclooctene-l,4-dione CII6) with basic DMSO. 23. Esr cell used for KOtBu/DMSO experiments...

show abstract

Section: -I)mentioning

confidence: 99%

Electron spin resonance studies of the valence isomerism of 1,4- semidiones

Tanger

View full text Add to dashboard Cite

show abstract

“…A number of attempts have been made to prepare cyclooctatriene-l,2-semidlone 1^ or its bicyclic isomer 19, which Whittle reported that diesters ^ and 21 give the same esr signal with splitting from four hydrogens of 0.5 gauss and splitting from two hydrogens of 2.7 gauss (20). The data are consistent with a rearrangement of the initially formed The acyloin condensation of diester ^ followed by treat ment of the crude reaction product with base and DMSO gives an esr spectrum in which, four sets of hfsc's, A-D, (Scheme, 3) can be seen (22).…”

mentioning

confidence: 99%

Electron spin resonance studies of the valence isomerism of 1,4- semidiones

Tanger

View full text Add to dashboard Cite

Semidiones derived from bicyclic hydrocarbons

Cited by 2 publications

References 15 publications

Electron spin resonance studies of the valence isomerism of 1,4- semidiones

Electron spin resonance studies of the valence isomerism of 1,4- semidiones

Electron spin resonance studies of the valence isomerism of 1,4- semidiones

Contact Info

Product

Resources

About