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Record W2792133605 · doi:10.1139/cjc-2017-0640

Synthesis, structural characterization, and reactivity of (thiolato)bismuth complexes as potential water-tolerant Lewis acid catalysts

2018· article· en· W2792133605 on OpenAlex

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.
venuePublished in a venue whose home country is Canada.

Bibliographic record

VenueCanadian Journal of Chemistry · 2018
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Compounds Synthesis and Characterization
Canadian institutionsUniversity of New BrunswickMount Allison University
FundersNatural Sciences and Engineering Research Council of CanadaMount Allison UniversityNew Brunswick Innovation Foundation
KeywordsChemistryBismuthDenticityReactivity (psychology)CatalysisMedicinal chemistryLewis acids and basesTrigonal bipyramidal molecular geometryOctahedral molecular geometryBromideStereochemistryCrystallographyInorganic chemistryCrystal structureOrganic chemistry

Abstract

fetched live from OpenAlex

We have synthesized bismuth complexes incorporating polydentate mono- and di-thiolate ligands and examined their utility as water-tolerant Lewis acid catalysts. The reaction of Bi(OAc) 3 or Bi(NO 3 ) 3 ·5H 2 O and the corresponding mono- or di-thiol(ate) yielded the compounds [(SNNS)Bi(OAc)] (4), [(SNNSPr)Bi(OAc)] (5), [(NNS 2 )Bi(OAc)] (6), [(ONS 2 )Bi(OAc)] (7), [(ONS 2 )Bi(NO 3 )] (8), and [(NNS) 2 Bi][NO 3 ] (9) [H 2 (SNNS) = N,N′-dimethyl-N,N′-bis(2-mercaptoethyl)ethylenediamine; H 2 (SNNSPr) = N,N′-diethyl-N,N′-bis(2-mercaptoethyl)propanediamine; H 2 (NNS 2 ) = N,N-diethyl-N′,N′-bis(2-mercaptoethyl)ethanediamine; H 2 (ONS 2 ) = 2-methoxyethyl-bis(2-mercaptoethyl)amine; H(NNS) = N,N-diethyl-N′-(2-mercaptoethyl)ethanediamine]. The solid-state structures of 4–8 show similar distorted pentagonal pyramidal geometries at the bismuth centre with a thiolate sulfur atom in the axial site, whereas 8 shows second structural arrangement with a distorted trigonal bipyramidal geometry at bismuth. The cation of 9 shows two NNS-bonded ligands and a distorted octahedral geometry at bismuth. Two-dimensional NMR studies of 4–8 show geminal 1 H coupling in –SCH 2 CH 2 N– groups and suggests strong dative Bi–N intramolecular interactions. Bi(NO 3 ) 3 ·5H 2 O and BiCl 3 show high activity toward the esterification of stearic acid, Bi(NO 3 ) 3 ·5H 2 O, and 4–7 and 9 show high activity toward the transesterification of methyl stearate in butanol, and 7 shows moderate activity as a catalyst for the transesterification of glyceryl trioctanoate in methanol.

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 categoriesInsufficient payload (model declined to judge)
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 score0.006
Threshold uncertainty score0.998

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0030.000

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 head0.006
GPT teacher head0.192
Teacher spread0.185 · 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