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Record W2059396121 · doi:10.1002/chem.201103421

From Low to Very High Birefringence in Bis(2‐pyridylimino)isoindolines: Synthesis and Structure–Property Analysis

2012· article· en· W2059396121 on OpenAlex
Edwin W. Y. Wong, Jeffrey S. Ovens, Daniel B. Leznoff

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

VenueChemistry - A European Journal · 2012
Typearticle
Languageen
FieldChemistry
TopicSynthesis and pharmacology of benzodiazepine derivatives
Canadian institutionsSimon Fraser University
FundersNatural Sciences and Engineering Research Council of CanadaNatural Resources CanadaMcMaster University
KeywordsIsoindolineBirefringencePolarizabilityCrystallographyMoleculeChemistryAnisotropyCrystal structureStereochemistryMedicinal chemistryOrganic chemistryOpticsPhysics

Abstract

fetched live from OpenAlex

A series of new substituted 1,3-bis(2-pyridylimino)isoindolines--1,3-bis(2-pyridylimino)-5,6-bis(2,6-diisopropylphenoxy)isoindoline (2b), 1,3-bis(2-pyridylimino)-5,6-bis(4-tert-butylphenyl)isoindoline (2c), and 1,3-bis(2-pyridylimino)-5-tert-butylisoindoline (2d)--were synthesized and structurally characterized by single-crystal X-ray diffraction. The birefringence (Δn) of the crystals of unsubstituted 1,3-bis(2-pyridylimino)isoindoline (2a), 2b, 2c, and 2d were measured and found to vary greatly, with Δn values of 0.0654(3), 0.0629(17), 0.588(10), 0.701(12), respectively. A structure-property relationship for the birefringence values of 2a-2d was outlined and indicated that the anisotropy of the polarizability of the molecules plays a crucial role in the birefringence of the crystals. The greatest birefringence values are achieved when the molecules are oriented in a face-to-face configuration intermolecularly, and along the crystallographic face being measured.

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)0.001
metaresearch head score (Gemma)0.000
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 score0.053
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0060.000

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 head0.019
GPT teacher head0.244
Teacher spread0.225 · 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