Despite this, the molecule was successfully synthesized in 1964 by Eaton and Cole at the University of Chicago and found to be kinetically stable due to the absence of available decomposition pathways.
This poster will walk you through the step by step mechanism of synthesizing cubane using the Eaton and Cole method.
This investigation provides basic information on accessible core oxidation states, redox stability, and electron distribution as a function of terminal ligation and heterometal in vanadium and molybdenum cubane-type clusters. Cognizance of these properties, both absolute and relative, will continue to be of consequence in the synthetic manipulation of cubane clusters directed toward new structures and their reactivity.
Organic Synthesis International: The Magic of Cubane!
ONC explosives are more than 2.5 times more powerful than TNT due to more gas molecules created by the cubane.
Cubane is also being researched for pharmaceutical applications.
The molecular shape allows the compound to act similar to a benzene ring that has additional room to add functional groups.
Cubane Synthesis | Ester | Chemical Bond - Scribd
In order to demonstrate the general utility of thereaction they proposed the synthesis of the cubane system, in whichthe cyclobutadiene transfer reaction plays a key role.
Cubane Synthesis by Sameer Bhutani on Prezi
T1 - Synthesis and chemistry of 1,3,5,7-tetranitrocubane including measurement of its acidity, formation of o-nitro anions, and the first preparations of pentanitrocubane and hexanitrocubane
Multiple Cubane Synthesis - Imperial College London
N2 - Nitro groups on alternate corners of cubane enhance the acidity of cubyl hydrogen (pK(a) ~21) and provide sufficient activation for ready anion formation. The sodium salt of 1,3,5,7-tetranitrocubane reacts easily with electrophiles and leads thereby to yet more highly substituted cubanes, like carbomethoxy- and (trimethylsilyl)tetranitrocubane. Anions from these species are also easily formed and are useful for further substitution on the cubane nucleus. Dinitrogen tetraoxide reacts with the anion of tetranitrocubane to give 1,2,3,5,7-pentanitrocubane, the first cubane to contain vicinal nitro groups. The reaction probably involves oxidation of the anion to the corresponding radical. Similarly, the anion of pentanitrocubane is used to prepare 1,2,3,4,5,7-hexanitrocubane, the most highly nitrated cubane made to date. Single-crystal X-ray structural information is given for both penta- and hexanitrocubane.
Reaction scheme for total synthesis of the natural …
But if a molecule is so strained, can it actually exist? What would it look like? What could keep it from simply falling apart? To address these questions, I firmly believe that just like cubane, 2, (which also was thought to be impossible to synthesize) 4 will be quite stable. Many studies indicate that, once formed, it will be trapped in an energetic well which would prevent isomerization despite the bent bonds (large degree of s-character) it's likely to have. Supporting this conclusion is the fact that at least nineteen stable derivatives of 4 have been synthesized to date: