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Record W2072234565 · doi:10.1021/ja909656w

Solid-State <sup>17</sup>O NMR and Computational Studies of <i>C</i>-Nitrosoarene Compounds

2010· article· en· W2072234565 on OpenAlexafffund
Gang Wu, Jianfeng Zhu, Xin Mo, Ruiyao Wang, Victor V. Terskikh

Bibliographic record

VenueJournal of the American Chemical Society · 2010
Typearticle
Languageen
FieldChemistry
TopicAdvanced NMR Techniques and Applications
Canadian institutionsNational Research Council CanadaSteacie Institute for Molecular SciencesQueen's University
FundersNational Research Council CanadaNatural Sciences and Engineering Research Council of CanadaQueen's UniversityUniversity of OttawaOntario Innovation Trust
KeywordsChemistryOxygen-17QuadrupoleTensor (intrinsic definition)AnisotropyCoupling constantChemical shiftNuclear magnetic resonance spectroscopySolid-state nuclear magnetic resonanceDensity functional theoryMoleculePhysical chemistryAnalytical Chemistry (journal)CrystallographyComputational chemistryNuclear magnetic resonanceStereochemistryOrganic chemistryAtomic physicsPhysicsGeometry

Abstract

fetched live from OpenAlex

We report the first solid-state (17)O NMR determination of the (17)O quadrupole coupling (QC) tensor and chemical shift (CS) tensor for four (17)O-labeled C-nitrosoarene compounds: p-[(17)O]nitroso-N,N-dimethylaniline ([(17)O]NODMA), SnCl(2)(CH(3))(2)([(17)O]NODMA)(2), ZnCl(2)([(17)O]NODMA)(2), and [(17)O]NODMA.HCl. The (17)O quadrupole coupling constants (C(Q)) observed in these C-nitrosoarene compounds are on the order of 10-15 MHz, among the largest values found to date for organic compounds. The (17)O CS tensor in these compounds exhibits remarkable sensitivity toward the nitroso bonding scheme with the chemical shift anisotropy (delta(11) - delta(33)) ranging from just 350 ppm in [(17)O]NODMA.HCl to over 2800 ppm in [(17)O]NODMA. This latter value is among the largest (17)O chemical shift anisotropies reported in the literature. These extremely anisotropic (17)O NMR interactions make C-nitrosoarene compounds excellent test cases that allow us to assess the detection limit of solid-state (17)O NMR. Our results suggest that, at 21.14 T, solid-state (17)O NMR should be applicable to all oxygen-containing organic functional groups. We also show that density functional theory (DFT) calculations can reproduce reasonably well the experimental (17)O QC and CS tensors for these challenging molecules. By combining quantum chemical calculations with experimental solid-state (17)O NMR results, we are able to determine the (17)O QC and CS tensor orientations in the molecular frame of reference for C-nitrosoarenes. We present a detailed analysis illustrating how magnetic field-induced mixing between individual molecular orbitals (MOs) contributes to the (17)O shielding tensor in C-nitrosoarene compounds. We also perform a Townes-Dailey analysis for the observed (17)O QC tensors and show that (17)O CS and QC tensors are intrinsically related through the pi bond order of the N horizontal lineO bond. Furthermore, we are able for the first time to examine the parallelism between individual (17)O and (15)N CS tensor components in C-nitrosoarenes.

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)0.000
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 score0.057
Threshold uncertainty score0.421

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 studies0.0000.001
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.001
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 head0.014
GPT teacher head0.325
Teacher spread0.311 · 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

Citations37
Published2010
Admission routes2
Has abstractyes

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