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Record W4412702963 · doi:10.1021/acs.jpcc.5c03111

Analysis of N-Heterocyclic Carbenes and Their Monolayers by X-ray Photoelectron Spectroscopy: Peak-Fitting, Effects of Molecular Architecture and Impact of Possible Impurities

2025· article· en· W4412702963 on OpenAlexafffund
Ahmadreza Nezamzadeh, Ekrupe Kaur, Mark D. Aloisio, Dana A. R. Nanan, Yolanda S. Hedberg, Cathleen M. Crudden, Mark C. Biesinger

Bibliographic record

VenueThe Journal of Physical Chemistry C · 2025
Typearticle
Languageen
FieldChemistry
TopicN-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Canadian institutionsWestern UniversityQueen's University
FundersNatural Sciences and Engineering Research Council of CanadaQueen's University
KeywordsX-ray photoelectron spectroscopyMonolayerImpuritySpectroscopyCrystallographyMaterials scienceMoleculeX-rayChemistryAnalytical Chemistry (journal)NanotechnologyNuclear magnetic resonanceOrganic chemistryPhysicsOptics

Abstract

fetched live from OpenAlex

X-ray photoelectron spectroscopy (XPS) is a frequently employed technique for surface characterization, particularly useful in studying self-assembled monolayers (SAMs). Herein, we examine precursors and SAMs of N-heterocyclic carbenes (NHCs) on gold. We establish a reliable and reproducible XPS peak-fitting model for 1,3-diisopropyl-1 H -benzo[ d ]imidazol-3-ium hydrogen carbonate and its CF 3 -tagged derivative to enable accurate detection, quantification, and chemical analysis of NHCs by XPS. The effects of molecular architecture variations on the N 1s peak were investigated and found to be insignificant across a wide range of derivatives. The characteristics of the N 1s peak after deposition on a gold surface were examined. All samples show a symmetric N 1s peak centered around 400.5 eV, with a FWHM ranging from 1.2 to 1.6 eV, which is a 0.6 eV shift compared to the starting hydrogen carbonate precursors, or other salts, which appear at 401.1 eV. Examination of hydrogen carbonate salts during extended irradiation under ultrahigh vacuum illustrates that dehydration and eventually decarboxylation likely take place during the process of measuring the XP spectra. More substantial degradation of the precursors can be observed after 4 h of exposure to the conditions of measurement for simple NHC precursors, with the CF 3 -tagged NHC salts degrading more rapidly within 2 h due to C–F bond cleavage. Common impurities that may result from synthetic conditions and can complicate the N 1s spectra are also presented.

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)0.001
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
Metaresearch0.0000.001
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 head0.002
GPT teacher head0.225
Teacher spread0.223 · 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

Citations8
Published2025
Admission routes2
Has abstractyes

Explore more

Same venueThe Journal of Physical Chemistry CSame topicN-Heterocyclic Carbenes in Organic and Inorganic ChemistryFrench-language works237,207