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Record W1992528903 · doi:10.1002/ejoc.200600878

Tris(biphenyl‐4‐yl)silyl‐Endcapped Polyynes

2006· article· en· W1992528903 on OpenAlexafffund
Wesley A. Chalifoux, Michael J. Ferguson, Rik R. Tykwinski

Bibliographic record

VenueEuropean Journal of Organic Chemistry · 2006
Typearticle
Languageen
FieldChemistry
TopicOrganoboron and organosilicon chemistry
Canadian institutionsUniversity of Alberta
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistrySilylationChemoselectivityBiphenylProtecting groupTrisNucleophileCatalysisMedicinal chemistryPolymer chemistryCombinatorial chemistryOrganic chemistryAlkyl

Abstract

fetched live from OpenAlex

Abstract The use of tris(biphenyl‐4‐yl)silyl (TBPS) as a large protecting group for polyynes has been investigated. The basic building block, TBPS–C≡C–TMS ( 1 ), is synthesized in a new “one‐pot” reaction through the sequential addition of lithiated nucleophiles to tetrachlorosilane. The TMS group of differentially protected 1 and the diyne 5 can be selectively removed in the presence of the TBPS group under mild conditions, allowing for the formation of TBPS‐endcapped di‐ and tetraynes ( 3 and 9 ) by oxidative homocoupling. For the triyne, TBPS–(C≡C) 3 –TMS ( 11 ), chemoselectivity for desilylation decreases dramatically, preventing formation of the corresponding hexayne. X‐ray crystallographic analysis of 3 confirms a diameter of 20 Å for the TBPS group. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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)0.001
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient 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 score0.114
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0280.000

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 head0.006
GPT teacher head0.192
Teacher spread0.186 · 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

Citations35
Published2006
Admission routes2
Has abstractyes

Explore more

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