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Record W3014508902 · doi:10.1139/cjc-2020-0055

Chemical- and light-induced isomerization of the P=C bond of a 1-phosphabutadiene

2020· article· en· W3014508902 on OpenAlexafffundvenue
Henry T. G. Walsgrove, Philipp Dabringhaus, Brian O. Patrick, Derek P. Gates

Bibliographic record

VenueCanadian Journal of Chemistry · 2020
Typearticle
Languageen
FieldChemistry
TopicSynthesis and characterization of novel inorganic/organometallic compounds
Canadian institutionsUniversity of British Columbia
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsIsomerizationChemistryMedicinal chemistryDouble bondPhotochemistryStereochemistryCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

Treatment of Mes*P=C(Si(CH3)3)Br with CH2=CHMgBr in the presence of Pd(0) affords 1-phosphabutadiene Mes*P=C(Si(CH3)3)–CH=CH2 (1) selectively as the Z isomer. Remarkably, treatment of Z-1 with n-BuLi (0.1 equiv.) resulted in quantitative formation of E-1. The exact role of the n-BuLi is unknown; however, it appears to be required to promote the isomerization in the absence of light. The isomerization of Z-1 to E-1 was also mediated by sunlight with the reaction mixture consisting of a ca. 1:9 ratio of Z-1 to E-1. DFT calculations were consistent with the thermodynamic favorability of the isomerization of Z-1 to E-1.

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 score0.004
Threshold uncertainty score0.012

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 integrity0.0000.000
Insufficient payload (model declined to judge)0.0040.000

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 head0.011
GPT teacher head0.177
Teacher spread0.166 · 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

Citations2
Published2020
Admission routes3
Has abstractyes

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