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Record W2111333391 · doi:10.1002/hlca.200790092

Donor/Acceptor Effects on the Linear and Nonlinear Optical Properties of Geminal Diethynylethenes (g‐DEEs)

2007· article· en· W2111333391 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

VenueHelvetica Chimica Acta · 2007
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Properties of Aromatic Compounds
Canadian institutionsUniversity of AlbertaMemorial University of Newfoundland
Fundersnot available
KeywordsChemistryGeminalIntramolecular forceNatural bond orbitalCrystallographyElectron donorAcceptorElectron acceptorDelocalized electronPhotochemistryDensity functional theoryEnediyneHyperpolarizabilitySingle crystalComputational chemistryStereochemistryMoleculeOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

Abstract A series of geminal diethynylethenes (g‐DEEs) with electron‐donating and/or electron‐accepting (D/A) groups were synthesized via a Pd‐catalyzed cross‐coupling sequence. The UV/VIS spectra for donor–acceptor (D–A) functionalized g‐DEEs 5, 8 , and 11 show distinctive absorption trends attributable to intramolecular charge‐transfer (ICT). The bond‐length‐alternation (BLA) index for the cross‐conjugated enediyne framework varies slightly with different terminal substituents as determined by density‐functional theory (DFT) calculations and single‐crystal X‐ray analysis. Ultrafast third‐order optical nonlinearities for the g‐DEEs were measured by the differential optical Kerr effect (DOKE) technique and show that terminal donor–acceptor substitution of g‐DEEs enhances molecular second hyperpolarizabilities ( γ ) in comparison to donor or acceptor g‐DEEs. A small increase in the two‐photon‐absorption cross‐section ( σ (2) ) is observed in the series 9 – 11 as a result of increased functionalization. The effects of donor/acceptor substitution on electron delocalization along the cross‐conjugated enediyne structure are evaluated on the basis of natural‐bond‐orbital (NBO) analysis. Solid‐state structures of the four derivatives 3b, 4b, 7 and 8 were characterized by single‐crystal X‐ray structural analysis and show an asymmetric unit cell for one derivative, D–A g‐DEE 8 .

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)0.001
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 score0.016
Threshold uncertainty score0.662

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
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)0.0000.000

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 head0.018
GPT teacher head0.228
Teacher spread0.209 · 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