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Photolysis of [34](1,2,3,5)cyclophane: formation of a pentacyclo[6.3.1.16,10.03,7.04,10]dodecane skeleton with abnormally elongated CC single bonds

✍ Scribed by Chultack Lim; Mikio Yasutake; Teruo Shinmyozu


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
207 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


The photolysis of 34cyclophane 5 in H20-saturated CH2Clz produced the novel polycyclic caged diol 6 with a pentacyclo[6.3.1.16,1°.03,7.04,1°]dodecane skeleton 4, which has abnormally elongated C--C single bonds (1.624/k). The structural features of 6 were studied using the X-ray structural analysis and ab initio MO calculations.


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Prismanes constitute a fascinating family of (CH) n polyhedra, [1] several members of which, namely, prismane, [2] cubane, [3] and pentaprismane, [4, have been successfully synthesized. Recently, attention has focused on the challenging objective of synthesizing the higher prismanes, in particular,