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Record W4254828133 · doi:10.1002/ange.201607735

Oxidative Cleavage of C=S and P=S Bonds at an Al<sup>I</sup> Center: Preparation of Terminally Bound Aluminum Sulfides

2016· article· en· W4254828133 on OpenAlexafffund
Terry Chu, Sergei F. Vyboishchikov, Bulat Gabidullin, Georgii I. Nikonov

Bibliographic record

VenueAngewandte Chemie · 2016
Typearticle
Languageen
FieldChemistry
TopicN-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Canadian institutionsUniversity of OttawaBrock University
FundersMinisterio de Economía y CompetitividadGovernment of OntarioAmerican Chemical Society
KeywordsChemistryBond cleavageCarbeneAdductTriphenylphosphineCycloadditionNuclear magnetic resonance spectroscopyTriple bondMedicinal chemistryOxidative additionZwitterionCrystallographyStereochemistryDouble bondPolymer chemistryOrganic chemistryMoleculeCatalysis

Abstract

fetched live from OpenAlex

Abstract The treatment of cyclic thioureas with the aluminum(I) compound NacNacAl ( 1 ; NacNac=[ArNC(Me)CHC(Me)NAr] − , Ar=2,6‐Pr i 2 C 6 H 3 ) resulted in oxidative cleavage of the C=S bond and the formation of 3 and 5 , the first monomeric aluminum complexes with an Al=S double bond stabilized by N‐heterocyclic carbenes. Compound 1 also reacted with triphenylphosphine sulfide in a similar manner, which resulted in cleavage of the P=S bond and production of the adduct [NacNacAl=S(S=PPh 3 )] ( 8 ). The Al=S double bond in 3 can react with phenyl isothiocyanate to furnish the cycloaddition product 9 and zwitterion 10 as a result of coupling between the liberated carbene and PhN=C=S. All novel complexes were characterized by multinuclear NMR spectroscopy, and the structures of 5 , 9 , and 10 were confirmed by X‐ray diffraction analysis. The nature of the Al=S bond in 5 was also probed by DFT calculations.

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)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesInsufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.013
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

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 science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

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 head0.012
GPT teacher head0.260
Teacher spread0.248 · 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 designBench or experimental
Domainnot available
GenreEmpirical

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

Citations20
Published2016
Admission routes2
Has abstractyes

Explore more

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