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Record W1986976951 · doi:10.1021/ja064779+

Generation and Reactivity of Simple Chloro(aryl)carbenes within the Cavities of Nonacidic Zeolites

2006· article· en· W1986976951 on OpenAlexaff
Reinaldo Moya-Barrios, Frances L. Cozens

Bibliographic record

VenueJournal of the American Chemical Society · 2006
Typearticle
Languageen
FieldChemical Engineering
TopicAmmonia Synthesis and Nitrogen Reduction
Canadian institutionsDalhousie University
Fundersnot available
KeywordsCarbeneChemistryArylSubstituentNucleophileDiazirineElectrophileReactivity (psychology)Transition metal carbene complexMedicinal chemistryFlash photolysisPhotochemistryOrganic chemistryCatalysisReaction rate constantAlkyl

Abstract

fetched live from OpenAlex

A number of para-substituted chloro(aryl)carbenes are generated within the cavities of a series of dry alkali metal cation-exchanged zeolites (LiY, NaY, KY, RbY, and CsY) upon laser flash photolysis of the corresponding diazirine precursor. The absolute reactivity of the chloro(aryl)carbene is found to be strongly dependent on both the nature of the electron-donating and -withdrawing properties of the aryl substituent and the nature of the zeolite charge-balancing cations. The results strongly suggest that two opposing mechanisms for capture of the carbene can occur depending on whether the zeolite framework behaves as a nucleophilic reagent or an electrophilic reagent in its reaction with the carbene center. Hammett relationships for the decay of the carbene as a function of aryl substituent and zeolite counterion versus the sigma+ substituent parameter support a change in mechanism as the carbene center toggles between being electron poor and electron rich. For the electron-poor chloro(4-nitrophenyl)carbene, a framework adduct is proposed upon reaction of the nucleophilic [Si-O-Al]- bridge with the carbene center, and for the electron-rich chloro(4-methoxyphenyl)carbene, an adduct with the tight Li+ cation is proposed.

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 categoriesnone
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 score0.002
Threshold uncertainty score0.238

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)0.0000.000

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 head0.225
Teacher spread0.213 · 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.

The models applied no category: nothing in the taxonomy fit this work.
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

Citations14
Published2006
Admission routes1
Has abstractyes

Explore more

Same venueJournal of the American Chemical SocietySame topicAmmonia Synthesis and Nitrogen ReductionFrench-language works237,207