A solution containing 1.09 g (8.3 mmol) of 22 and 2.95 g (16.6 mmol) of .V-bromosuccinimide in 40 ml of carbon tetrachloride was refluxed for 2 hr and cooled to 0°. The succinimide was removed by filtration and the filtrate evaporated to leave 2.42 g (100%) of a pale yellow lachrymatory oil. This oil was dissolved in 50 ml of ether and 25 g of 0.8% lithium amalgam was added portionwise under argon. After 1.2 hr, the analysis showed no remaining dibromide. The excess amalgam and mercury were separated by decantation and the filtrate was evaporated at atmospheric pressure. The residual liquid was Paquette, et al. / Isomerization Reactions of Cyclooctatetraenes
Reaction of cyclo-octatetraene with antimony ELECTROPHILIC additions to cyclo-octatetraene, now recogpentafluoride in liquid sulphur dioxide leads directly to nized to involve initial formation of endo-&substituted 9-thiatricyclo [3,3, 1,02 s8]nona-3, 6-diene 9,g-dioxide by un-homotropylium ions (l), proceed to completion by capture precedented 1,5 cycloaddition ; 9-thiabicyclo [4,2, llnona-of gegenion a t C-2 (biparticulate capture)l or C-4 (during 2,4,7-triene 9,g-dioxide is formed concomitantly and is uniparticulate2 additions) .3 Alternative reaction pathways the thermodynamically more stable CsHsO,S isomer.for charge neutralisation in (1) have not been observed,
The photosensitized cleavage of thymine photodimers is being investigated in several laboratories1 in order to provide guidelines for understanding the light-requiring step in photoreactivation,2 the photoenzymatic reversal of pyrimidine dimer formation in DNA. Among the variety of sensitizers employed,
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