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The isolated 11 was spectroscopically homogeneous although two stereoisomers arising from relative orientation of the Dewar units are possible. Compound 12 was also spectroscopically homogeneous.
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0343327786
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Similar rotation of spindles in phenylacetylene macrocycles, see ref 3.
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The isomerization of 19 into 20 must result in shortening of the distance between the acetylenic groups, which has been proposed as the crucial geometrical change triggering the Bergman cyclization of some enediyne antitumor antibiotics (ref 18), so that the possible Bergman cyclizations of 19 as well as 20 in 1,4-cyclohexadiene were examined. However, no information about the intermediacy of the cycloaromatization products was obtained under thermal or photochemical reaction conditions.
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Exceptionaly large Stokes shift (121 nm) has been reported for cyclic [6]paraphenylacetylene (ref 5a).
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