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Record W4409142059 · doi:10.1021/acs.orglett.5c00543

Eliminating Bimolecular Decomposition to Address Sustainability in Cross-Coupling: Supported Pd–PEPPSI–IPent<sup>Cl</sup>

2025· article· en· W4409142059 on OpenAlexafffund
Fred U. Nnamdi, Ryan J. Sullivan, Boris I. Gorin, Michael G. Organ

Bibliographic record

VenueOrganic Letters · 2025
Typearticle
Languageen
FieldChemistry
TopicMetal-Organic Frameworks: Synthesis and Applications
Canadian institutionsAlphora Research (Canada)University of Ottawa
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryDecompositionCoupling (piping)Computational chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Fine-chemical manufacturing, with its dismal E-factors, has been known for decades as being one of the worst contributors to the well-being of the environment. Further, mining practices that pursue precious metals used in catalysis lead to considerable destruction of the environment. Further contributing to this is the necessity for high catalyst loads due to the limited mortality of organometallic complexes in solution. Bimolecular decomposition (BD), in particular, is a significant contributor to this problem. Assisting in the sustainability of chemical synthesis is flow chemistry, whose “just-in-time” nature produces chemicals as needed, eliminating vast stockpiles of chemicals associated with batch manufacturing. In this work, Pd–PEPPSI–IPent Cl, a high-reactivity, high-selectivity Pd catalyst, has been mounted onto the surface of silica, of which the spacing has eliminated BD. This material has been loaded into packed beds and used in Negishi coupling and Buchwald–Hartwig amination, where the active catalyst has shown tremendous resiliency while producing valuable small-molecule products with deft selectivity and speed with residence time in the order of minutes under mild conditions (e.g., Negishi couplings conducted at room temperature).

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 score0.002
Threshold uncertainty score0.008

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.001
Open science0.0000.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0020.001

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 head0.008
GPT teacher head0.282
Teacher spread0.274 · 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

Citations4
Published2025
Admission routes2
Has abstractyes

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