A Guanidine‐Supported π‐Complex of Germanium Amenable to Intramolecular C−C Cleavage in Arene and Ge Atom Transfer
Bibliographic record
Abstract
Abstract The germylone dimNHCGe (dimNHC=diimino N‐heterocyclic carbene) reacts with azides N3R (R=SiMe3 or p‐tolyl) to furnish the first examples of germanium π‐complexes, i. e. guanidine‐ligated compounds (dimNHI−SiMe3)Ge (NHI=N‐heterocyclic imine, R=SiMe3) and (dimNHI−Tol)Ge (R=p‐tolyl). DFT calculations suggest that these species are formed by a Staudinger type replacement of dinitrogen in the azide by a nucleophilic germylone, leading to a transient carbene adduct of iminogermylidene. Heating a solution of compound (dimNHI−SiMe3)Ge to 70 °C results in extrusion of the iminogermylidene that further aggregates to produce the known [Me3SiNGe]4 tetramer, whereas the imidazolylidene fragment transforms into an unusual heptatriene species that can be considered as a product of carbene insertion into the C−C bond of a pendant Ar substituent at the imidazolylidene nitrogen of the dimNHC. Reaction of (dimNHI−SiMe3)Ge with tetrachloro‐o‐benzoquinone results in the net transfer of a germanium atom and formation of the free diimino‐guanidine ligand. This ligand also forms when (dimNHI−SiMe3)Ge is treated with azide N3(p−Tol), with the germanium product being [(p−Tol)NGe]n
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| 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) | 0.002 | 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 source (direct Gemma or distilled Codex), 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".