Cope rearrangement

Cope rearrangement
Named after Arthur C. Cope
Reaction type Rearrangement reaction
Identifiers
Organic Chemistry Portal cope-rearrangement
RSC ontology ID RXNO:0000028

The Cope rearrangement is an extensively studied organic reaction involving the [3,3]-sigmatropic rearrangement of 1,5-dienes.[1][2][3][4] It was developed by Arthur C. Cope and Elizabeth Hardy. For example, 3-methyl-hexa-1,5-diene heated to 300 °C yields hepta-1,5-diene.

The Cope rearrangement of 3-methyl-hexa-1,5-diene
The Cope rearrangement of 3-methyl-hexa-1,5-diene

The Cope rearrangement causes the fluxional states of the molecules in the bullvalene family.

  1. ^ Arthur C. Cope; Elizabeth M. Hardy; J. Am. Chem. Soc. 1940, 62, 441.
  2. ^ Rhoads, S. J.; Raulins, N. R.; Org. React. 1975, 22, 1–252. (Review)
  3. ^ Hill, R. K.; Compr. Org. Synth. 1991, 5, 785–826.
  4. ^ Wilson, S. R.; Org. React. 1993, 43, 93–250. (Review)