💣 In this video, we dissect the synthesis and properties of azahomocubane, a recently synthesized homocubane 'azalogue'. Is it as unstable or explosive as the malevolent octanitrocubane? Watch to find out!

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00:00 Cube time: Azahomocubane and friends
01:12 Broke some glassware? CELL supplies!
01:57 Cubane and octanitrocubane synthesis (Eaton)
05:01 Azahomocubane synthesis
08:29 X-ray, DFT, computations, hypohomodesmotic reaction analysis

References:
- Azahomocubane: https://pubs.rsc.org/en/content/artic...
- Cubanes in Medicinal Chemistry: Synthesis of Functionalized Building Blocks https://pubs.acs.org/doi/10.1021/ol50...
- Hepta- and Octanitrocubanes: https://doi.org/10.1002/(SICI)1521-37...

Some recommended books on organic synthesis:
- Clayden, Greeves, Warren; Organic Chemistry (basic organic chemistry knowledge)
- Wyatt, Warren; Organic Synthesis: The Disconnection Approach (excellent introduction to retrosynthesis)
- Kurti, Czako; Strategic Applications of Named Reactions in Organic Synthesis (extensive toolkit of functional group reactions and applications thereof with common conditions)
- Nicolaou et al; Classics in Total Synthesis 1-3 (the ultimate total synthesis trilogy)
- Nicolaou; Molecules That Changed the World (the world's most important molecules and their impact on everyday life)
- Carreira, Kvaerno; Classics in Stereoselective Synthesis (compilation of the groundbreaking methods of stereoselective synthesis and application to synthesis of stereochemically complex structures)