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Record W3107428970 · doi:10.1002/anie.202010795

Click‐Functionalization of a Poly(Tetrazine‐co‐Fluorene)‐Conjugated Polymer with a Series of <i>trans</i>‐Cyclooctene Derivatives

2020· article· en· W3107428970 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.

Bibliographic record

VenueAngewandte Chemie International Edition · 2020
Typearticle
Languageen
FieldChemistry
TopicClick Chemistry and Applications
Canadian institutionsMcMaster UniversityBrockhouse Institute for Materials Research
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsTetrazinePolymer chemistryFluoreneCyclooctenePolymerPolymerizationChemistryCopolymerConjugated systemEthylene glycolROMPPhotochemistryOrganic chemistryCatalysisMetathesis

Abstract

fetched live from OpenAlex

A soluble poly(tetrazine) polymer was prepared via Suzuki polycondensation of 3,6-bis(5-bromofuran-2-yl)-1,2,4,5-tetrazine and a fluorene diboronate derivative. It can undergo efficient and quantitative post-polymerization inverse-electron-demand Diels-Alder click reactions with a variety of trans-cyclooctene (TCO) derivatives. The resulting polymers were oxidized to convert dihydropyridazine rings into pyridazines. The absorption spectra of the product polymers, both before and after oxidation, showed hypsochromic shifts that correlated with steric hindrance of the appended side chains. They also exhibited a significantly enhanced fluorescence intensity relative to the original poly(tetrazine). While gel-permeation chromatography indicated that the product polymers exhibited longer retention times, NMR end-group analysis showed that the polymers retained relatively constant degrees of polymerization. Graft copolymers were easily prepared via reaction with TCO-functionalized poly(ethylene glycol) chains and a cross-linked foam was produced by reacting the poly(tetrazine) with a bis-TCO crosslinker.

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 score0.105
Threshold uncertainty score0.999

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)0.0020.000

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 head0.017
GPT teacher head0.246
Teacher spread0.229 · 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