Direct Deoxygenative Homocoupling of Alcohols to Access C(sp<sup>3</sup>)–C(sp<sup>3</sup>) Bonds via Synergistic Ruthenium/Nickel Catalysis
Bibliographic record
Abstract
With an ever-increasing emphasis on green synthesis of chemicals, there has been growing interest in deoxygenative conversion of alcohols as widely available organic feedstocks for chemical synthesis. However, the effective construction of the C(sp 3 )–C(sp 3 ) bond via the direct homocoupling of simple alcohols is still challenging, due to the involvement of multistep reaction processes. Herein, we propose a general strategy for the direct deoxygenative coupling of alcohols via the synergetic catalysis of earth-abundant nickel and ruthenium, using hydrazine as a mediator. This protocol features the in situ formation of carbonyl intermediates via Ru-catalyzed alcohol dehydrogenation, followed by deoxygenative homocoupling to construct the C(sp 3 )–C(sp 3 ) bond under Ni catalysis. The successful C(sp 3 )-O bond cleavage of alcohol does not require a hydrogen acceptor, and only environmentally friendly byproducts (nitrogen, hydrogen, and water) are generated. The method is particularly effective for benzyl alcohols with broad substrate scope and for late-stage elaborations of complex biological molecules, exemplifying the efficiency and practicability of the system.
Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.
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 | 0.001 | 0.001 |
| Meta-epidemiology (narrow) | 0.001 | 0.001 |
| Meta-epidemiology (broad) | 0.002 | 0.001 |
| Bibliometrics | 0.003 | 0.010 |
| Science and technology studies | 0.001 | 0.000 |
| Scholarly communication | 0.001 | 0.001 |
| Open science | 0.003 | 0.001 |
| Research integrity | 0.001 | 0.001 |
| Insufficient payload (model declined to judge) | 0.002 | 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".