Octahydro- and perhydro[0.0]paracyclophane

Organic Synthesis: Wherefrom and Whither? (Some Very Personal Reflections)

“…Nevertheless, fascinating challenges still persist including tetra(tert- butyl)ethylene, [69] tetrahedrane, [70] cyclobuta[1,2:3,4]dicyclopentene [71] and the valence bond isomer of [0.0]-paracyclophane (Figure 4). [72] …”

The Azo(Azoxy) Functionality as a π2 Component in Photo [2+2] cycloadditions ‘syn’‐ and ‘anti’‐3,4‐diazatricyclo[4.2.2.22,5]dodeca‐3,7‐diene, syntheses, photolyses, X‐ray‐structure analysis, and PE spectra

“…In analogous 'syn'-1,5-dienes B (e.g. 5 [12]), the activation barrier of the [3,3] sigmatropic process is markedly lower. Recently, additional 1,2-diaza Cope rearrangements were published [36]; sigmatropic [3,3] shifts in 2,3-2,5-, and 3,cdiazahexadienes are well known [37].…”

“…1 2 3 4 5The [2 + 21 photoreactivity of carbocyclic 1,Sdienes of type B, e.g. of 5 [12], is well studied [ 131. Thus, with a few exceptions'), the corresponding cage compounds are available.…”

Formation of a Novel Cage Compound with a Pentacyclo[6.3.0.14,11.02,6.05,10]dodecane Skeleton by Photolysis of [34](1,2,4,5)Cyclophane

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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, [4,5] have been successfully synthesized. Recently, attention has focused on the challenging objective of synthesizing the higher prismanes, in particular, hexaprismanes 1.

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“…Formation of a Novel Cage Compound with a Pentacyclo[6.3.0.1 4,11 .0 2,6 .0 5,10 ]dodecane Skeleton by Photolysis of [3 4 ](1,2,4,5)Cyclophane** Chultack Lim, Mikio Yasutake, and Teruo Shinmyozu* Prismanes constitute a fascinating family of (CH) n polyhedra, [1] several members of which, namely, prismane, [2] cubane, [3] and pentaprismane, [4,5] have been successfully synthesized. Recently, attention has focused on the challenging objective of synthesizing the higher prismanes, in particular, hexaprismanes 1.…”