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Record W2906456677 · doi:10.1002/slct.201803390

Synthesis, Structures and DFT Computational Studies of [3.1.1]Metacyclophanes Containing Benzofuran Rings

2018· article· en· W2906456677 on OpenAlex
Md. Monarul Islam, Chuan‐Zeng Wang, Xing Feng, Shofiur Rahman, Paris E. Georghiou, Abdullah N. Alodhayb, Takehiko Yamato

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

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".

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

VenueChemistrySelect · 2018
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsMemorial University of Newfoundland
Fundersnot available
KeywordsChemistryBenzofuranIntramolecular forceAlkoxy groupCalixareneReagentHydrogen bondProton NMRTrimethylsilylMethyl iodideHydrogen iodideIsocyanidePhotochemistryMedicinal chemistryStereochemistryHydrogenOrganic chemistryMoleculeAlkyl

Abstract

fetched live from OpenAlex

Abstract [3.1.1]Metacyclophane ([3.1.1]MCP) 6 a containing two benzofuran rings was obtained by treatment of [3.3.3]MCP‐dione 5 with trimethylsilyl iodide. The precursor 5 was synthesized using ( p ‐tolylsulfonyl)methyl isocyanide (TosMIC) as the cyclization reagent. The 1 H‐NMR spectrum of 6 a at room temperature reveals that it undergoes very fast conformational changes relative to the NMR time scale and that the phenolic hydrogen forms weak intramolecular hydrogen bonding with the oxygen of one of the benzofurans. O ‐Methylation of 6 a afforded the calixarene analogue, macrocyclic [3.1.1]MCP 7 a whose 1 H‐NMR spectrum reveals that it adopts a cone‐likeconformation in solution at room temperature and the alkoxy group is pointing above and away from the macrocyclic cavity.

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)0.002
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient 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 score0.009
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
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 science0.0000.000
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 head0.032
GPT teacher head0.324
Teacher spread0.292 · 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