MétaCan
Menu
Back to cohort
Record W2156457862 · doi:10.1002/047084289x.rn01421

Tetrakis[μ-[4-methyl-<i>N</i>-[2-(Oxo-κ<i>O</i>)-3-piperidinyl- κ<i>N</i>]benzenesulfonamidato]]dirhodium

2012· reference-entry· he· W2156457862 on OpenAlexaff
H. Lebel

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2012
Typereference-entry
Languagehe
FieldMedicine
TopicDrug Transport and Resistance Mechanisms
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsIntramolecular forceChemistryStereochemistryMedicinal chemistry

Abstract

fetched live from OpenAlex

[3S-Tetrakis[μ-[4-methyl-N-[2-(oxo-κO)-3-piperidinyl-κN]benzenesulfonamidato]]dirhodium [1042906-10-4] C48H60N8O12Rh2S4 (MW 1274.13) InChI = 1S/4C12H16N2O3S.2Rh/c4*1-9-4-6-10(7-5-9)18(16,17)14-11-3-2-8-13-12(11)15;;/h4*4-7,11,14H,2-3,8H2,1H3,(H,13,15);;/q;;;;2*+2/p-4/t4*11-;;/m0000../s1 InChIKey = GASINLFKFDJQQH-GBHGIEMESA-J [3R-Tetrakis[μ-[4-methyl-N-[2-(oxo-κO)-3-piperidinyl-κN]benzenesulfonamidato]]dirhodium [1219010-05-5] C48H60N8O12Rh2S4 (MW 1274.13) InChI = 1S/4C12H16N2O3S.2Rh/c4*1-9-4-6-10(7-5-9)18(16,17)14-11-3-2-8-13-12(11)15;;/h4*4-7,11,14H,2-3,8H2,1H3,(H,13,15);;/q;;;;2*+2/p-4/t4*11-;;/m1111../s1 InChIKey = GASINLFKFDJQQH-GQHLIFFDSA-J (chiral catalyst for enantioselective intramolecular CH amination with sulfamates) Alternate Name: Rh2(S-nap)4. Physical Data: [α]D −19.5 (c 1.00, CHCl3); 1H NMR (400 MHz, CD3CN) δ 7.83 (d, 4H, J = 8.4 Hz), 7.74 (d, 4H, J = 8.4 Hz), 7.46 (d, 4H, J = 8.0 Hz), 7.37 (d, 4H, J = 8.0 Hz), 5.96–5.93 (m, 4H), 3.39–3.24 (m, 6H), 3.03–2.99 (m, 6H), 2.49 (s, 6H), 2.45 (s, 6H), 1.98–1.91 (m, 2H), 1.65–1.47 (m, 10H), 1.30–1.25 (m, 4H) ppm, HRMS (ES+) calcd. for C48H60N8O12Rh2S4: 1274.1324. Found: 1274.1327 (M+).1 Solubility: sol acetone, dichloromethane, acetonitrile. Form Supplied in: blue-green solid; not commercially available. Preparative Methods: a round-bottom flask is charged with rhodium tetraacetate (433 mg, 0.98 mmol), 4-methyl-N-(2-oxopiperidin-3-yl)benzenesulfonamide (2.11 g, 7.84 mmol, 8 equiv), and 40 mL of chlorobenzene. Chlorobenzene is slowly distilled under nitrogen (∼2–3 h) until ∼5 mL of solvent remained. The reaction is cooled, the receiving flask is emptied, and the reaction flask is recharged with another 40 mL of chlorobenzene, and the distillation procedure was performed a second time. After repeating this cycle two additional times, the supernatant (∼2 mL) of the resulting dark purple suspension is purified by chromatography on silica gel (4:1 CH2Cl2/CH3CN). The isolated material was dissolved in 15 mL of acetone and concentrated under reduced pressure. The blue solid was allowed to stand under high vacuum (∼1 Torr) at 80 °C for 12 h to remove the acetone and to afford the desolvated dirhodium complex as a blue-green solid (968 mg, 77%).1 Handling, Storage, and Precautions: air stable but hygroscopic.

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 machine prediction

Teacher imitation

Not 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.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: none
GenreCandidate signal: Dataset · Consensus signal: none
Teacher disagreement score0.012
Threshold uncertainty score0.040

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0120.004

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.

Opus teacher head0.019
GPT teacher head0.260
Teacher spread0.241 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designNot applicable
Domainnot available
GenreDataset

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".

Quick stats

Citations0
Published2012
Admission routes1
Has abstractyes

Explore more

Same venueEncyclopedia of Reagents for Organic SynthesisSame topicDrug Transport and Resistance MechanismsFrench-language works237,207