π Back-Bonding in Dibenzyl-β-diketiminato Copper Olefin Complexes
Bibliographic record
Abstract
N, N '-Dibenzyl-4-amino-2-iminopent-3-ene, nacnac Bn H, was obtained in a one-step synthesis starting from benzylamine and acetylacetone. Reaction of nacnac Bn H with CuO t Bu in the presence of various Lewis bases gave the corresponding copper complexes ( nacnac Bn )CuL (L: 2, styrene; 3, η 2 -acrylonitrile; 4, allyl phenyl ether; 5, stilbene; 7, xylylisonitrile; 8, triphenylphosphine). With diphenylacetylene (DPA) the dimeric complex {( nacnac Bn )Cu} 2 (μ-DPA), 6, was obtained. In the presence of excess DPA, 6 coordinates additional acetylene to form the monomeric complex ( nacnac Bn )Cu(DPA), 6b . All complexes, with the exception of 4 and 6b, were characterized by X-ray diffraction studies. Structural and spectroscopic data indicate that π back-bonding in 2 − 8 is still weak when compared to other transition metals, but stronger than in most Cu(I) complexes. Olefin exchange experiments indicate preferred binding of electron-deficient olefins. Reaction of 3 with morpholine did not yield any hydroamination products, in agreement with significant π back-bonding toward the olefin.
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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) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.113 | 0.001 |
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; both teacher heads agree on what is shown here.
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".