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Record W2324478626 · doi:10.1139/cjc-2013-0257

Organic and organometallic derivatives of pentaphenylbenzene, C<sub>6</sub>Ph<sub>5</sub>X: correlation of peripheral phenyl ring orientations with the steric bulk of “X”

2013· article· en· W2324478626 on OpenAlexafffundvenue
Stacey Brydges, Brendan Gildea, J.P. Grealis, Helge Müller‐Bunz, Mark Stradiotto, Michael Casey, Michael J. McGlinchey

Bibliographic record

VenueCanadian Journal of Chemistry · 2013
Typearticle
Languageen
FieldChemistry
TopicSupramolecular Chemistry and Complexes
Canadian institutionsDalhousie University
FundersNatural Sciences and Engineering Research Council of CanadaUniversity College DublinHigher Education Authority
KeywordsChemistrySteric effectsRing (chemistry)CrystallographyDimerMoleculeStereochemistryRing sizeGroup 2 organometallic chemistryMetalTripod (photography)Ring strainOrganic chemistry

Abstract

fetched live from OpenAlex

A series of C 6 Ph 5 X compounds, including X = H, Br, CO 2 H, CO 2 R, C[Formula: see text]CPh, cis-BrC=C(Br)Ph, 2-bornenyl, and ferrocenyl, have been characterized by use of X-ray crystallography. Also, the first organometallic complexes of pentaphenylbenzene have been prepared by reaction with chromium hexacarbonyl to yield (η 6 -C 6 Ph 5 H)Cr(CO) 3 complexes in which the metal tripod is attached either to an ortho peripheral ring or to the central ring. Crystalline pentaphenylbenzoic acid exists as a hydrogen-bonded dimer; however, the steric bulk of the substituents does not allow the carboxylic acid moieties to be linked directly but instead via two bridging methanol molecules. In the solid state, the orientation of the peripheral rings in bulky C 6 Ph 5 X systems is very sensitive to the size of the “X” substituents, such that the twist angle of the para ring responds inversely with increasing bulk of “X”, which drives the ortho rings farther out of the plane of the central ring. The relevance of these observations to correlated motion in molecular propellers, and ultimately to molecular machines, is discussed.

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)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation 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 score0.834

Codex and Gemma teacher scores by category

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 head0.006
GPT teacher head0.178
Teacher spread0.172 · 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.

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

Citations6
Published2013
Admission routes3
Has abstractyes

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