Photochemistry of alkenes. V. [1,3]-sigmatropic hydrogen shifts

Journal Article · Sat Jan 31 23:00:00 EST 1976 · J. Am. Chem. Soc., v. 98, no. 3, pp. 840-841

DOI:https://doi.org/10.1021/ja00419a036· OSTI ID:4051868

Kropp, P J; Fravel, Jr, H G; Fields, T R

A study was made on the direct light radiation of alkenes which result in positional migration of the double bond with a preference to migrate into a five membered ring where present. Deuterium isotope effect studies indicated intramolecular migration; and it was proposed that the migration was possibly due to emergence of $pi$,sigma* state as the lowest lying singlet excited state. (DDA)

• Research Organization: Univ. of North Carolina, Chapel Hill
• Sponsoring Organization: USDOE
• NSA Number: NSA-33-028485
• OSTI ID: 4051868
• Journal Information: J. Am. Chem. Soc., v. 98, no. 3, pp. 840-841, Journal Name: J. Am. Chem. Soc., v. 98, no. 3, pp. 840-841; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

*ALKENES-- PHOTOCHEMISTRY
*DEUTERIUM-- ISOTOPE EFFECTS
400302* --Chemistry--Organic Chemistry--Isotope Effects
CHEMICAL REACTIONS
DOUBLE BONDS
ELECTRONIC STRUCTURE
EXCITED STATES
ISOMERS
N40220* --Chemistry--Inorganic
Organic
& Physical Chemistry--Isotopic Effects
STRUCTURAL CHEMICAL ANALYSIS