𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Photolysis of hindered spiro[2.5]octa-4,7-dien-6-ones

✍ Scribed by W.H. Pirkle; G.F. Koser

Publisher
Elsevier Science
Year
1968
Tongue
French
Weight
254 KB
Volume
9
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

We have recently succeeded in preparing a series of spiro[2.5]octa-k,i'-dien-6-ones (1) and find the photochemistry oftheae ccmpowds to differ from that reported (2a-c) for the parent dienone 2 (B-c). Schuster and coworkers report that irradiation (>28&) of an ethereal solution of 2 lmds to intermediate diradlcal z which subsequently reacts with solvent to give 29 $ 2, and 2. To account for phenolz, formed in yields of 6,8-15.8$, a novel hydrogen atom shift was postulated to give rise to quinone methide 2 which, although not detected, was suggested as a precursor to 2.

πŸ“œ SIMILAR VOLUMES

Photochemical Reactions of 1,3,3-Trimeth
Photochemical Reactions of 1,3,3-Trimethylbicyclo[2.2.2]octa-5,7-dien-2-ones
✍ Shi-Yi Chang; Shih-Lin Huang; Nelson R. Villarante; Chun-Chen Liao πŸ“‚ Article πŸ“… 2006 πŸ› John Wiley and Sons 🌐 English βš– 188 KB

## Abstract The photochemistry of 1,3,3‐trimethylbicyclo[2.2.2]octa‐5,7‐dien‐2‐ones **1a**–**f** containing multiple chromophoric moieties under various conditions is described. Upon direct irradiation, dienones **1a**–**f** in benzene, acetonitrile, and methanol were found to aromatize through pho