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Record W4244306357 · doi:10.1002/047084289x.rh011m

Hexa-μ-hydrohexakis(triphenylphosphine)hexacopper

2001· reference-entry· en· W4244306357 on OpenAlexaff
John F. Daeuble, Jeffrey M. Stryker

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2001
Typereference-entry
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicChemical Synthesis and Analysis
Canadian institutionsUniversity of Alberta
Fundersnot available
KeywordsChemistryTriphenylphosphineHydrogenolysisReagentAcetonitrileInorganic chemistryOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

[33636-93-0] C108H96Cu6P6 (MW 1961.16) InChI = 1S/6C18H15P.6Cu.6H/c6*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;;;;;;;;;;/h6*1-15H;;;;;;;;;;;;/q;;;;;;6*+1;6*-1 InChIKey = ULHDRBNWPMPZLA-UHFFFAOYSA-N (chemo- and stereoselective conjugate reduction;2, 3 catalytic, hydride-mediated, reduction of enones and ketones;4 reduction of alkynes and propargyl alcohols to cis-alkenes5) Alternate Name: triphenylphosphine copper hydride hexamer. Physical Data: mp 111 °C (dec).1b Solubility: sol benzene, toluene, THF (∼1 g/10 mL); reacts with CH2Cl2 and CHCl3. Form Supplied in: bright red crystals to dark red powders; commercially available. Analysis of Reagent Purity: assay by means of hydrogen evolution.1b 1H NMR spectroscopy (deaerated benzene-d6) shows ligated and, if present, free Ph3P. Preparative Method: prepared by hydrogenolysis of Ph3P-stabilized Copper(I) t‐Butoxide,1c,d which can be generated in situ from t-BuONa and Copper(I) Chloride.1e Purification: Ph3P is removed by recrystallization from benzene layered with hexanes or acetonitrile under anaerobic conditions, or by trituration with deaerated hexanes or acetonitrile.1e Handling, Storage, and Precautions: has an indefinite shelf life if stored under an inert atmosphere; can be handled briefly in the air without harm and is stable toward water. The reagent is highly air sensitive in solution; thus only rigorously deoxygenated solvents should be used. For bench top manipulation, transfer of the bulk reagent to a Schlenk tube that can be easily opened under a purge of inert gas and evacuated and backfilled after each use is recommended.

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 imitation

Not 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.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.002
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: Not applicable
GenreCandidate signal: Other · Consensus signal: none
Teacher disagreement score0.418
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.000
Insufficient payload (model declined to judge)0.0030.000

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.

Opus teacher head0.010
GPT teacher head0.243
Teacher spread0.233 · 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 teacher head, not a consensus.

Study designNot applicable
Domainnot available
GenreOther

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

Citations1
Published2001
Admission routes1
Has abstractyes

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