Photochemistry of bichromophoric molecules with camphor structure. II: The photochemistry of 3-diazocamphor

Publication Type

Journal contribution

Authors

Rau, H.; Bokel, M.

Year of publication

1990

Published in

J. Photochem. Photobiol., A

Band/Volume

53/3

Page (from - to)

311-22

Irradn. of 3-diazocamphor (I) in ethanol mainly yields an ester, which is in agreement with the literature. In addn. camphor-3-diazirine compd. is formed with a 25 .+-. 5% yield. A small amt. of camphor is detected at .lambda.irr >400 nm and a trace of camphorquinone azine at .lambda.irr =313 nm. In n-hexane at .lambda.irr >400 nm the main product is the diazirine compd.; some tricyclanone and enedione are also formed. The diazirine is thermally rather stable but reacts very slowly (t1/2 = 16 h at 333 K in EtOH) to form back I with a 20% yield. The diazirine reacts on irradn. with a quantum yield of 70 .+-. 10%. Direct N2 extrusion and reformation of diazocamphor (37 .+-. 5%) are parallel reactions