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Record W2331854003 · doi:10.1021/om500032p

Bis-amino Acid Derivatives of 1,1′-Ferrocenedicarboxylic Acid: Structural, Electrochemical, and Metal Ion Binding Studies

2014· article· en· W2331854003 on OpenAlexafffund
Bimalendu Adhikari, Alan J. Lough, Bryan S. Barker, Afzal Shah, Cuili Xiang, Heinz‐Bernhard Kraatz

Bibliographic record

VenueOrganometallics · 2014
Typearticle
Languageen
FieldChemistry
TopicFerrocene Chemistry and Applications
Canadian institutionsUniversity of Toronto
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryElectrochemistryMetalIonCombinatorial chemistryStereochemistryInorganic chemistryOrganic chemistryElectrode

Abstract

fetched live from OpenAlex

We report on the structural and electrochemical investigation of 1,1′-ferrocenedicarboxylic acid derivatives of tryptophan (Fc[CO-Trp-OMe] 2 - Fc-conjugate 1 ), threonine (Fc[CO-Thr-OMe] 2 – Fc-conjugate 2 ), aspartic acid (Fc[CO-Asp-OMe] 2 - Fc-conjugate 3 ) and glutamic acid (Fc[CO-GluOMe] 2 - Fc-conjugate 4 ) and their hydrolyzed analogues 1a – 4a respectively (Scheme 1 ). CD and NMR spectroscopy established 1,2′-“Herrick conformation” in solution, having intramolecular interstrand hydrogen bonds for all Fc-conjugates. However, in solid state, Fc[CO-Trp-OMe] 2 exists in “Herrick conformation” whereas Fc[CO-Thr-OMe] 2 is present in anti conformation. In solution, the involvement of indole NH of Trp and alcoholic proton of Thr in intermolecular hydrogen bonding has been explored by temperature- and concentration-dependent NMR studies. The half-wave potentials ( E 1/2 ) of ferrocene-conjugates follow the sequence 1 < 2 < 4 < 3 which is explained by the contribution of amino acid side chain functionalities toward the stability of ferrocenium ion. The CV of the Fc-conjugate 1/1a (having Trp moiety) displays two redox processes, one of which is assigned to the Fc group, and the other being related to the indole group. The oxidation peak potential of indole was found to depend strongly on the pH of the medium. The values of diffusion coefficient ( D ) and electron transfer rate constant ( k sh ) for all Fc-conjugates were determined from their corresponding cyclic voltammograms. In addition, metal ion interactions were studied with hydrolyzed Fc-conjugates 2a – 4a using CV and DPV. Upon binding to metal ions, the electrochemical changes associated with the hydrolyzed Fc-conjugates correlated to the charge density of the binding metal ion.

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 score0.002

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 head0.019
GPT teacher head0.263
Teacher spread0.244 · 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

Citations22
Published2014
Admission routes2
Has abstractyes

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