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Record W2922190852 · doi:10.1002/ejic.201900031

From P‐Functional Thiazol‐2‐thione Derivatives to Phosphaalkenes

2019· article· en· W2922190852 on OpenAlexafffund
Imtiaz Begum, Gregor Schnakenburg, Zeyu Han, Antonio Franconetti, Antonio Frontera, Derek P. Gates, Rainer Streubel

Bibliographic record

VenueEuropean Journal of Inorganic Chemistry · 2019
Typearticle
Languageen
FieldChemistry
TopicSynthesis and characterization of novel inorganic/organometallic compounds
Canadian institutionsUniversity of British Columbia
FundersRheinische Friedrich-Wilhelms-Universität BonnNatural Sciences and Engineering Research Council of CanadaUniversity of British ColumbiaDeutscher Akademischer AustauschdienstEuropean Cooperation in Science and Technology
KeywordsChemistryDiastereomerStereochemistryDimerMedicinal chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

A facile synthetic methodology is reported that permits access to the backbone (Et2N)2P‐substituted thiazol‐2‐thione 2 [(Et2N)2P‐THSMe; THSMe = 3‐methylthiazol‐2‐thione‐5‐yl]. Starting from 2, Et2N(Cl)P‐substituted thiazol‐2‐thione 3 [Et2N(Cl)P‐THSMe] was formed using chloride scrambling with PCl3. Subsequently, nucleophilic substitution using Ph2CHLi afforded [Et2N(Ph2CH)P‐THSMe] (4) which, via reaction with PCl3, afforded [Ph2CHP(Cl)THSMe] (5). Conversion of 4 into phosphaalkene [Ph2C=P‐THSMe] (6) was achieved, but its thermal instability precluded isolation. Complex [κP‐W(CO)5{Ph2CH(Cl)P}‐THSMe] (7) was then synthesized and used to access end‐on complex [W(CO)5(Ph2C=P‐THSMe)] (8); the 1,2‐addition product of 8 with H2O, complex [Ph2CH(OH)P‐THSMe] (10), was confirmed by X‐ray crystallography. The head‐to‐tail dimers of 8, the diastereomeric dinuclear 1,3‐diphosphetane complex 9 were assigned based on NMR results. In contrast, DFT calculations of all regio‐ and stereochemical isomers of 9 revealed a slight energetic preference for the head‐to‐head dimer. However, since transition states could not be localized, a detailed computational rationale for these experimental findings remains open.

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 score0.003
Threshold uncertainty score0.011

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 science0.0000.001
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0030.001

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 head0.196
Teacher spread0.184 · 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
Published2019
Admission routes2
Has abstractyes

Explore more

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