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Record W2463052218 · doi:10.1002/poc.3582

Density functional theory study of substituent effects on gas‐phase heterolytic Fe–O and Fe–S bond energies of <i>m</i>‐G‐C<sub>6</sub>H<sub>4</sub>OFe(CO)<sub>2</sub>(η<sup>5</sup>‐C<sub>5</sub>H<sub>5</sub>) and <i>m</i>‐G‐C<sub>6</sub>H<sub>4</sub>SFe(CO)<sub>2</sub>(η<sup>5</sup>‐C<sub>5</sub>H<sub>5</sub>)

2016· article· en· W2463052218 on OpenAlexaff
Qing Zeng, Zucheng Li, Yi‐Bo Wang, Huaqiang Zhai, Bin Liu, Ou Tao, Ling Dong, Jun Guan, Yujie Zhang

Bibliographic record

VenueJournal of Physical Organic Chemistry · 2016
Typearticle
Languageen
FieldPhysics and Astronomy
TopicAdvanced Chemical Physics Studies
Canadian institutionsUniversity of Saskatchewan
Fundersnot available
KeywordsHeterolysisChemistryCyclopentadienyl complexSubstituentDensity functional theoryAnsatzElectronegativityCrystallographyBond energyGas phaseComputational chemistryPhysical chemistryMedicinal chemistryMoleculeCatalysisOrganic chemistry

Abstract

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The knowledge of accurate bond strengths is a fundamental basis for a proper analysis of chemical reaction mechanisms. Quantum chemical calculations at different levels of theory have been used to investigate heterolytic Fe–O and Fe–S bond energies of (meta‐substituted phenoxy)dicarbonyl(η5‐cyclopentadienyl) iron [m‐G‐C6H4OFp (1)] and (meta‐substituted benzenethiolato)dicarbonyl(η5‐cyclopentadienyl) iron [m‐G‐C6H4SFp (2)] complexes. In this study, Fp is (η5‐C5H5)Fe(CO)2, and G is NO2, CN, COMe, CO2Me, CF3, Br, Cl, F, H, Me, MeO, and NMe2. The results show that Tao–Perdew–Staroverov–Scuseria and Becke's power‐series ansatz from 1997 with dispersion corrections functionals can provide the best price/performance ratio and accurate predictions of ΔHhet(Fe–O)'s and ΔHhet(Fe–S)'s. The excellent linear free energy relations [r = 1.00 (g, 1e), 1.00 (g, 2b)] among the ΔΔHhet (Fe–O)'s and δΔG0 of OH bonds of m‐G‐C6H4OH or ΔΔHhet(Fe–S)'s and ΔpKa's of SH bonds of m‐G‐C6H4SH imply that the governing structural factors for these bond scissions are similar. And, the linear correlations [r = −0.97 (g, 1 g), −0.97 (g, 2 h)] among the ΔΔHhet (Fe–O)'s or ΔΔHhet(Fe–S)'s and the substituent σm constants show that these correlations are in accordance with Hammett linear free energy relationships. The inductive effects of these substituents and the basis set effects influence the accuracy of ΔHhet(Fe–O)'s or ΔHhet(Fe–S)'s. The ΔΔHhet(Fe–O)'s(g) (1) and ΔΔHhet(Fe–S)'s(g)(2) follow the capto‐dative Principle. The substituent effects on the Fe–O bonds are much stronger than those on the less polar Fe–S bonds. Insight from this work may help the design of more effective catalytic processes. Copyright © 2016 John Wiley & Sons, Ltd.

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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)0.001
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: Simulation or modeling · Consensus signal: Simulation or modeling
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.008
Threshold uncertainty score0.016

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0010.001
Science and technology studies0.0010.001
Scholarly communication0.0010.001
Open science0.0020.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0040.000

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 head0.225
Teacher spread0.218 · 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 designSimulation or modeling
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

Citations5
Published2016
Admission routes1
Has abstractyes

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