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Record W2444247831 · doi:10.1021/acs.organomet.6b00388

Insight into the Formation of Highly Strained [1]Ferrocenophanes with Boron in Bridging Position

2016· article· en· W2444247831 on OpenAlexafffund
Hridaynath Bhattacharjee, Jonathon D. Martell, Elaheh Khozeimeh Sarbisheh, Saeid Sadeh, J. Wilson Quail, Jens Müller

Bibliographic record

VenueOrganometallics · 2016
Typearticle
Languageen
FieldChemistry
TopicOrganoboron and organosilicon chemistry
Canadian institutionsUniversity of Saskatchewan
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryFerroceneBoronMetathesisAlkylSalt metathesis reactionNuclear magnetic resonance spectroscopyBromineCrystallographyMedicinal chemistryRuthenoceneStereochemistryOrganic chemistryPolymerizationPhysical chemistry

Abstract

fetched live from OpenAlex

Four planar-chiral, enantiomerically pure ferrocene dibromides ( 3 R1R2; [(CHR 1 R 2 )BrH 3 C 5 ] 2 Fe) equipped with two CHR 1 R 2 groups in α position to bromine were synthesized. From the four C 2 symmetrical species, two are already known [CHR 1 R 2 = CHMe 2 ( 3 MeMe ), CHEt 2 ( 3 EtEt )] and two are new compounds [CHR 1 R 2 = R -CHEtMe ( 3 EtMe ), S -CHMeEt ( 3 MeEt )]. The dibromides 3 R1R2 were in situ converted into dilithio ferrocene derivatives and reacted with Cl 2 BN i Pr 2 resulting in mixtures of bora[1]ferrocenophanes ( 4 R1R2 ) and 1,1′-bis(boryl)ferrocenes ( 5 R1R2 ). The aim of this investigation was to test the hypothesis that the alkyl group that is oriented approximately perpendicular to the Cp ring, i.e., R 2, affects the outcome of the salt-metathesis reaction. The obtained product ratios 4 R1R2: 5 R1R2 were determined by 1 H NMR spectroscopy and revealed that systems with the same R 2 group gave similar 4 R1R2: 5 R1R2 ratios (1.0:0.51 and 1.0:0.49 for R 2 = Me; 1.0:0.30 and 1.0:0.27 for R 2 = Et), confirming the hypothesis. Shown by DFT calculations (B3PW91/6-311+G(d,p)), reaction paths resulting in either product 4 R1R2 or product 5 R1R2 are both concerted steps.

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 score0.001
Threshold uncertainty score0.003

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)0.0010.000

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 head0.007
GPT teacher head0.204
Teacher spread0.197 · 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

Citations13
Published2016
Admission routes2
Has abstractyes

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