Mechanism of thermal rearrangement of the spiro bicyclo[2.1.0]-pentane-5,2′-methylenecyclopropanes to 6- and 7- methylenebicyclo[3.2.0]hept-1-enes

Lokensgard, David M.; Dougherty, Dennis A.; Hilinski, Ε. F.; Berson, Jerome A.

doi:10.1073/pnas.77.6.3090

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1988

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Cited by 3 publications

(1 citation statement)

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“…The Berson group obtained a similar spectrum from 6, presumably due to 7. 6 Since there were no data to corroborate the assignments, and since many biradicals have zfs values similar to those for 2, Berson's hypothesis remained just that. We have now been able to show that Berson's intuition was correct.…”

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Rapid, multistep rearrangements of hydrocarbon triplet biradicals at 4 K. A possible example of hot molecule effects in frozen organic solvents

Jain¹,

McElwee‐White²,

Dougherty³

1988

J. Am. Chem. Soc.

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mentioning

confidence: 97%

Rapid, multistep rearrangements of hydrocarbon triplet biradicals at 4 K. A possible example of hot molecule effects in frozen organic solvents

Jain¹,

McElwee‐White²,

Dougherty³

1988

J. Am. Chem. Soc.

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Bestimmung der Singulett‐Triplett‐Aufspaltung von Diradikalen mit Hilfe der Sauerstoff‐Abfang‐Technik

1991

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Determination of the Singlet-Triplet Splitting of Diradicals by Oxygen-TrappingThe diradical 2, generated by thermolysis of Fmethylenebicyclo[3.2.0]hept-l-ene (l), can be trapped by oxygen in the gasphase. From the different trapping rates with and without added SF6 the intersystem crossing rates of the diradical have been deduced. From their temperature dependance the singlet-triplet splitting is calculated to be 7.4 kcal mol-' with the triplet being the ground state. The triplet is protected by an enthalpy barrier of 13.0 kcal mol-against recombination of the unpaired electrons (2-tr-1). From the heat of hydrogenation of 1 the heat of formation of 1. Chem. Ber.

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C6h4–c6h10

Gajewski

2004

Hydrocarbon Thermal Isomerizations

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Mechanism of thermal rearrangement of the spiro bicyclo[2.1.0]-pentane-5,2′-methylenecyclopropanes to 6- and 7- methylenebicyclo[3.2.0]hept-1-enes

Abstract: The thermal rearrangements of the bicy-

Cited by 3 publications

References 17 publications

Rapid, multistep rearrangements of hydrocarbon triplet biradicals at 4 K. A possible example of hot molecule effects in frozen organic solvents

Rapid, multistep rearrangements of hydrocarbon triplet biradicals at 4 K. A possible example of hot molecule effects in frozen organic solvents

Bestimmung der Singulett‐Triplett‐Aufspaltung von Diradikalen mit Hilfe der Sauerstoff‐Abfang‐Technik

C6h4–c6h10

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