Synthesis of the bulky <i>m</i>-terphenyl phenol Ar*OH (Ar* = C<sub>6</sub>H<sub>3</sub>-2,6-Mes<sub>2</sub>, Mes = 2,4,6-trimethylphenyl) and the preparation and structural characterization of several of its metal complexes
Bibliographic record
Abstract
The bulky m-terphenyl phenol Ar*OH 1 (Ar* = C 6 H 3 -2,6-Mes 2 , Mes = 2,4,6-trimethylphenyl) was synthesized via the treatment of Ar*Li with nitrobenzene. The phenol 1 is prepared in modest to good yield using this method. Attempts were also made to prepare 1 through oxidation of the bulky boronic acid Ar*B(OH) 2 with Oxone ® , but this reaction was not suitable for preparative-scale reactions. Side products of the reaction between Ar*Li and nitrobenzene were identified as Ar*[N(O)Ph] and [C 6 H 5 N(O)] 2 and were characterized by X-ray crystallography and EPR spectroscopy. A variety of main-group and transition-metal complexes of Ar*OH were prepared, namely Sn(OAr*) 2 , Ge(OAr*) 2 , [N(SiMe 3 ) 2 ]Ge(OAr*), [Me 2 Al(OAr*)] 2 , and Ti(NMe 2 )(OAr*) 2 . All compounds were characterized spectroscopically and most were studied by single-crystal X-ray diffraction as well.Key words: m-terphenyl, main-group compounds, X-ray crystallography, multinuclear NMR spectroscopy, EPR spectroscopy.
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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 | 0.001 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.001 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.001 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.000 | 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".