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Synfacts 2024; 20(05): 0467
DOI: 10.1055/s-0043-1763885
Synthesis of Materials and Unnatural Products

First Stable σ0π2 Carbene

Contributor(s):
Dahui Zhao
,
Haochen Li
Hu C, Wang X.-F, Li J, Chang X.-Y, Liu LL. * Southern University of Science and Technology, Shenzhen, P. R. of China
A Stable Rhodium-Coordinated Carbene with a σ0π2 Electronic Configuration.

Science 2024;
383: 81-85
DOI: 10.1126/science.adk6533
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Key words

stable carbene - P-heterocyclic carbene - rhodium complex - push–pull electronic effects

Significance

Unlike the more commonly found σ2π0 singlet and σ1π1 triplet carbenes, the σ0π2 singlet carbene was previously unknown. Here, a rhodium-coordinated, cationic four-membered cyclic diphosphinocarbene is reported, presenting the unique σ0π2 ground state.


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Comment

The rhodium coordinated, four-membered diphosphino-ring successfully realizes a finely balanced combination between the σ-electron delocalization/donation and π-electron negative hyper-conjugation effects, which help stabilize the σ0π2 singlet state. The new carbene is shown with different reactivity than the traditional carbenes.


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Publication History

Article published online:
15 April 2024

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