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Record W4405456345 · doi:10.26434/chemrxiv-2024-qb5wr

Rapid, Scalable Buchwald-Hartwig Amination by Resonant Acoustic Mixing (RAM): Establishing Parameters for RAM Reaction Design

2024· preprint· en· W4405456345 on OpenAlexfundno aff
Lori Gonnet, Cameron B. Lennox, Tristan Borchers, Mohammad Askari, Alexander Wahrhaftig‐Lewis, Stefan G. Koenig, Karthik Nagapudi, Tomislav Friščić

Bibliographic record

VenueChemRxiv · 2024
Typepreprint
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicSpectroscopy Techniques in Biomedical and Chemical Research
Canadian institutionsnot available
FundersNatural Sciences and Engineering Research Council of CanadaGenentechUniversity of BirminghamLeverhulme Trust
KeywordsRaman spectroscopyMaterials scienceScalabilityReaction rateReaction wheelComputer scienceChemistryPhysicsThermodynamicsOpticsOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

We outline the systematic development of Resonant Acoustic Mixing (RAM) for rapid, scalable Buchwald-Hartwig amination in the absence of bulk solvent. While RAM is rapidly emerging as a scalable methodology for media-free mechanochemical synthesis, the design parameters for reaction control, optimization, and scale-up remain poorly understood. This study establishes the filling ratio (φ), acceleration, and amount of liquid additive (η) as three critical parameters that can be used to design scalable Buchwald-Hartwig coupling reactions under RAM conditions. Systematic investigation of several model reactions reveals a relationship between reaction conversion and φ, providing a simple means to maximize conversion. The simultaneous real-time in situ monitoring of a model reaction through infrared thermography, fingerprint Raman, as well as low-frequency Raman (THz-Raman) spectroscopy enabled correlation of the reaction progress with the evolution of temperature during RAM, and established the RAM acceleration as a parameter that can be used to tune the reaction kinetic behavior. At high accelerations the reactions can proceed under sigmoidal kinetics, enabling multi-gram syntheses within 5 minutes, while lower accelerations can be used to switch the reactions to a more linear kinetic profile, associated with longer reaction times and milder temperature profiles. Following the reaction progress in the THz-Raman region is a reaction monitoring strategy that enables the detection of crystalline and non-crystalline phases in the reaction, permitting the observation of a non-crystalline intermediate whose evolution and replacement with the crystalline product could be tracked through non-negative least-squares fitting algorithm of the real-time spectroscopic data. This study establishes key parameters for manipulating the course and stoichiometric selectivity of a metal-catalyzed reaction in RAM and illustrates the scalability to at least 100 mmol without any protocol changes, except the volume of the vessel.

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)0.001
metaresearch head score (Gemma)0.002
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: none
Teacher disagreement score0.442
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.002
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 science0.0010.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0000.000

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 head0.028
GPT teacher head0.318
Teacher spread0.290 · 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.

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

Citations3
Published2024
Admission routes1
Has abstractyes

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