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Record W2748052947 · doi:10.1002/chem.201703453

Proof of Concept Studies Directed Towards Designed Molecular Wires: Property‐Driven Synthesis of Air and Moisture‐Stable Polystannanes

2017· article· en· W2748052947 on OpenAlexafffund
Jeffrey Pau, Alan J. Lough, R. Stephen Wylie, Robert A. Gossage, Daniel A. Foucher

Bibliographic record

VenueChemistry - A European Journal · 2017
Typearticle
Languageen
FieldChemistry
TopicSynthesis and characterization of novel inorganic/organometallic compounds
Canadian institutionsUniversity of TorontoToronto Metropolitan University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsTolueneMoistureAzobenzeneChemistrySolvationMetalConjugated systemPolymerPolymer chemistryCrystallographyMaterials scienceMoleculeOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract Polystannanes with azobenzene moieties designed to protect the Sn–Sn backbone from light‐ and moisture‐induced degradation are described. The azo‐stannyl precursor 3 (70 %) is converted in good yields (88–91 %) to the mono‐ ( 4 ), and dichlorostannanes ( 5 ), by sequential chlorination, followed by further reduction of 5 to the dihydride ( 6 ) using NaBH 4 (78 %). All stannanes were characterised by NMR ( 1 H, 13 C, 119 Sn) spectroscopy and HRMS; in addition, 3 , 4 and 5 were structurally elucidated using X‐ray diffraction analysis. Metal‐free dehydrocoupling of 6 at RT leads exclusively to homopolymer ( 7 ‐ i ) displaying an initial solution 119 Sn NMR signal ( δ =−196 ppm) that migrates to −235 ppm after 10 days ( 7 ‐ f ). In contrast, metal‐catalyzed dehydrocoupling of 6 in toluene at RT leads directly 7 ‐ f . Random co‐polymers formed from 6 and ( n Bu) 2 SnH 2 at 4:1 ( 8 a ) and 1:1 ( 8 b ) ratios were compared to the alternating polystannane ( 9 ) prepared by the reaction of 6 with ( n Bu) 2 Sn(NEt 2 ) 2 . DFT calculations of 3 – 6 indicate that hypercoordination at Sn is influenced by substituents and by solvation. Homopolymer 7 was found to have unprecedented moisture and light stability in the solid state for >6 months.

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)0.000
metaresearch head score (Gemma)0.001
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 score0.008
Threshold uncertainty score0.969

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

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 head0.027
GPT teacher head0.244
Teacher spread0.217 · 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.

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

Citations21
Published2017
Admission routes2
Has abstractyes

Explore more

Same venueChemistry - A European JournalSame topicSynthesis and characterization of novel inorganic/organometallic compoundsFrench-language works237,207