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Record W2559544313 · doi:10.1107/s2053273314082849

Tetraphenylphosphonium Salts for Small Molecule Capture

2014· article· en· W2559544313 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.

Bibliographic record

VenueActa Crystallographica Section A Foundations and Advances · 2014
Typearticle
Languageen
FieldPharmacology, Toxicology and Pharmaceutics
TopicFluorine in Organic Chemistry
Canadian institutionsSaint Mary's University
Fundersnot available
KeywordsTetragonal crystal systemHalideCrystallographyMoleculeCrystal structureIonChemistryHydrogen peroxideCrystal (programming language)Inorganic chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Tetraphenylphosphonium salts are useful tools for capturing (and crystallizing) small molecules. The packing of the cations in such salts leads to channels or cavities suitable for trapping of the small molecule by the anion. For example, we have prepared the complex salts [PPh4][SO2X] (X = Cl, Br, I) through the exposure of solutions of [PPh4]X to an atmosphere of SO2. Churakov et al. have reported the preparation of [PPh4]X·nH2O2 (X = Cl, Br; n = 0.98–1.90) after trapping hydrogen peroxide using the precursor halide salts (1). Envisioning a similar result, a concentrated solution of [PPh4]CN·xH2O was exposed to an atmosphere of CO2. Colourless crystals were isolated and characterised as [PPh4][NCCO2] using crystallographic and spectroscopic techniques. The packing of the ions in the product, in the tetragonal space group I-4, is similar to that observed in many other simple [PPh4]X salts, where X = Br, I, SCN, OCN, N(CN)2, etc. Solution of the crystal structure was complicated by the high symmetry and disorder in the anion, with only three unique atoms being necessary for its characterization. Thus the utility of our chosen cation can also become a hindrance. Crystals can usually be grown and data obtained but structure solution is not a certainty. For example, the structures of [PPh4]CN·xH2O have not been reported, likely because of the rapid spinning of the anions in the cation framework, even though they are hydrogen bonded to the water which is clearly visible. Similarly, we have data collected for the products from a number of related reactions, [PPh4][CN]·xH2O + PhC(O)F, [PPh4]F + SO2, [PPh4]X (X = Cl, Br, I, CN, N3) + CS2, and can clearly identify the cation in the unit cell. However, elucidation of the structures of the anions has not been possible. It is hoped that this presentation will engender discussion of possible solutions to the observed disorder problems.

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: Not applicable · Consensus signal: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.982
Threshold uncertainty score0.841

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 studies0.0010.000
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 head0.034
GPT teacher head0.352
Teacher spread0.318 · 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