Yep, you're looking at a carbon with four valence electrons. How can such an unfavorable species be synthesized, how is it stabilized, and how does it behave? Watch this video to learn exotic chemical reactions and unique properties and geometries which you likely have never seen before!
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00:00 Carbon 2+, your teacher doesn't know about it
00:32 Octet rule basics
01:03 Synthesis of the carbene precursor
03:10 Synthesis of carbon 2+ (doubly oxidized carbene)
04:45 Electronic and steric stabilization
05:41 Geometry of carbon 2+ and cumulenic orbitals
06:51 Reactivity of the doubly oxidized carbene
08:15 Conclusion
Key references:
An AirStable “Masked” Bis(imino)carbene: A CarbonBased Dual Ambiphile | JACS 2023, 145, 2064
A crystalline doubly oxidized carbene | Nature 2023, 623, 66 (Chemrxiv: https://doi.org/10.26434/chemrxiv202...)
Controlling MöbiusType Helicity and the ExcitedState Properties of Cumulenes with Carbenes | J. Phys. Chem. A 2020, 124, 10100
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; Classics in Total Synthesis 13 (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)