Photoenolization of 4-Naphthoyl[2.2]paracyclophanes

When ethanolic solutions of 4‐(1‐naphthoyl)[2.2]paracyclophane (3) and 4‐(2‐naphthoyl)[2.2]paracyclophane (4) are subjected to UV irradiation at low temperature, 1,5‐hydrogen migration of the 2‐H bridge proton to the carbonyl group takes place, leading to the enol of type 2. In the context of mechan...

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Veröffentlicht in:	Chemische Berichte 1994-05, Vol.127 (5), p.965-966
Hauptverfasser:	Hopf, Henning, Laue, Thomas, Zander, Maximilian
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Chemistry Cyclophanes Enolization Exact sciences and technology Organic chemistry Photochemistry Preparations and properties Triplet states
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Zusammenfassung:	When ethanolic solutions of 4‐(1‐naphthoyl)[2.2]paracyclophane (3) and 4‐(2‐naphthoyl)[2.2]paracyclophane (4) are subjected to UV irradiation at low temperature, 1,5‐hydrogen migration of the 2‐H bridge proton to the carbonyl group takes place, leading to the enol of type 2. In the context of mechanistic considerations the triplet spectroscopic properties of 3 and 4 are discussed. Hopf, H., Laue, T., Zander, M. Photoenolisierung von 4‐Naphthoyl[2.2]paracyclophanen Photoenolization of 4‐Naphthoyl[2.2]paracyclophanes
ISSN:	0009-2940 1099-0682
DOI:	10.1002/cber.19941270527