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Record W4408163280 · doi:10.15227/orgsyn.102.0114

Photoexcited Nitroarenes for the Anaerobic Cleavage of Alkenes

2025· article· en· W4408163280 on OpenAlexfundno aff
Lifeng Yin

Bibliographic record

VenueOrganic Syntheses · 2025
Typearticle
Languageen
FieldEngineering
TopicInnovative Microfluidic and Catalytic Techniques Innovation
Canadian institutionsnot available
FundersNational Institute of General Medical SciencesAmerican Chemical Society Petroleum Research FundNational Institutes of HealthYork University
KeywordsChemistryCleavage (geology)Anaerobic exerciseOrganic chemistry

Abstract

fetched live from OpenAlex

Procedure (Note 1)Benzophenone ( 3).An oven-dried 100-mL (Note 2), single neck (24/29 joint), roundbottomed flask equipped with a 2.5 × 1.0 cm Teflon-coated magnetic stir bar is charged with 1,1-diphenylethene (1) (3.61 g, 20.0 mmol, 1.0 equiv) (Note 3) and 4-nitrobenzonitrile (2) (6.52 g, 44.0 mmol, 2.2 equiv) (Note 4).The flask is purged with nitrogen for 15 min (Figure 1A).After purging, the outlet needle is removed, 16.5 mL of anhydrous acetonitrile (Note 5) is added via syringe with a 21-G needle (120 mm).A N 2 -filled double-skinned balloon is connected to the flask via needle and the reaction is allowed to stir (1000 rpm), yielding a pale-yellow solution.Four 390 nm Kessil LED lamps (three PR160L-390nm and one PR160-390nm) are placed 3 cm from all four sides of the flask.A strong flow of nitrogen through an inverted funnel directed at the reaction flask was used to maintain an ambient temperature of approximately 30 °C (Note 6, Figures 1B and 1C).After continuously stirring (670 rpm) for 20 min to ensure thorough mixing, the LED lamps and strong flow of N 2 are turned on, initiating the reaction.A cardboard box is used to cover the reaction.The temperature increased to 35 °C over the course of the reaction.After 36 h, the reaction mixture is dark orange in color (Figure 1D).An aliquot is taken, diluted in ethyl acetate (1 mL) (Note 7) in a 2-dram vial and the reaction is deemed to be complete by TLC analysis (Note 8).The reaction mixture is concentrated using a rotary evaporator (40 °C, 10 mbar) (Figure 1e).Next, the mixture is dissolved in dichloromethane (50 mL) (Note 9), silica gel (8 g) is added, and the solvent is removed under reduced pressure using a rotary evaporator (40 °C, 10 mbar) to yield an orange powder (Figure 2A).The dry powder is directly loaded onto a parasram@nyu.

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: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.002
Threshold uncertainty score0.008

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 science0.0000.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0020.000

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 head0.013
GPT teacher head0.239
Teacher spread0.226 · 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 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

Citations0
Published2025
Admission routes1
Has abstractyes

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