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Record W2894556032 · doi:10.1016/j.crci.2018.09.002

Highly selective solvent-free hydrogenation of pinenes to added-value cis-pinane

2018· article· en· W2894556032 on OpenAlex
Fanta J. Ndongou Moutombi, Ayyoub Selka, Anne‐Sylvie Fabiano‐Tixier, Delphine Foucher, Olivier Clarisse, Farid Chemat, Mohamed Touaibia

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueComptes Rendus Chimie · 2018
Typearticle
Languageen
FieldEngineering
TopicCatalysis and Hydrodesulfurization Studies
Canadian institutionsUniversité de Moncton
FundersNatural Sciences and Engineering Research Council of CanadaNew Brunswick Innovation Foundation
KeywordsChemistrySelectivityCatalysisSolventOrganic chemistryHexaneSonicationSolvent effectsLeaching (pedology)Heterogeneous catalysisChromatography

Abstract

fetched live from OpenAlex

Heterogeneous catalysts based on different active metals (Pd, Pt, Ru, and Rh) and supports (carbon and alumina) were systematically tested for hydrogenation of pinenes under various reaction conditions including heating and/or sonication. Among all, Ru provided some of the best results. After sonication, Ru/C was found highly active and selective for the reduction of α-pinene alone into cis -pinane (99% selectivity at 100% conversion). However, in the absence of sonication the same catalyst was completely inactive. Alumina appeared to be a support with a beneficial chemical effect on the activity of the Ru. Indeed, Ru/Al 2 O 3 was found very active and selective for hydrogenation of both α- and β-pinene into cis -pinane (99–100% selectivity at 100% conversion) under mild reaction conditions (room temperature, 400 Psi H 2 ). The selectivity toward cis -pinane decreased in the following order: Ru > Rh > Pt > Pd. An extremely low leaching rate of Ru and other metals determined by inductively coupled plasma mass spectrometry confirmed the heterogeneous nature of this catalytic solvent-free hydrogenation. Ru/C was successfully recycled seven times with no decline in activity and selectivity, whereas Ru/Al 2 O 3 could be used only once to convert pinenes to cis -pinane. Solubilization prediction tests of some natural products have revealed that pinane compares very well with n -hexane and may be an alternative to this fossil-based solvent. When compared experimentally with n -hexane, cis -pinane solubilized 42, two, and three times more of β-carotene, vanillin, and rosmarinic acid, respectively.

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.

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)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation 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 score0.404
Threshold uncertainty score0.711

Codex and Gemma teacher scores by category

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

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 head0.013
GPT teacher head0.232
Teacher spread0.219 · 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