An Isolable NHC-Stabilized Silylene Radical Cation: Synthesis and Structural Characterization
Bibliographic record
Abstract
The silyl-substituted silylene-NHC complex bis(tri-tert-butylsilyl)silylene-(1,3,4,5-tetramethylimidazol-2-ylidene) [((t)Bu(3)Si)(2)Si:←NHC(Me), 2] was synthesized and isolated as air- and moisture-sensitive orange crystals by reductive debromination of the dibromosilane ((t)Bu(3)Si)(2)SiBr(2) (1) with 2.0 equiv of KC(8) in the presence of NHC(Me). In addition, the silylene-NHC complex 2 cleanly underwent one-electron oxidation with 1.0 equiv of Ph(3)C(+)·Ar(4)B(-) (Ar(4)B(-) = tetrakis[4-(tert-butyldimethylsilyl)-2,3,5,6-tetrafluorophenyl]borate) in benzene to afford the NHC-stabilized silylene radical cation [((t)Bu(3)Si)(2)Si←NHC(Me)](•+)·Ar(4)B(-) (3). The radical cation 3 was isolated as air- and moisture-sensitive yellow crystals and structurally characterized by X-ray crystallography and electron paramagnetic resonance spectroscopy, which showed that 3 has a planar structure with a π-radical nature.
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How this classification was reachedexpand
Full frame distilled prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.001 | 0.000 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one teacher head, not a consensus.
How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".