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Record W2319793531 · doi:10.1021/om200575t

Cobalt Complexes Containing Dimethyldihydropyrene-Substituted Cyclobutadiene Ligands

2011· article· en· W2319793531 on OpenAlexafffund
Pengrong Zhang, Zinka Brkić, David J. Berg, Reginald H. Mitchell, Allen G. Oliver

Bibliographic record

VenueOrganometallics · 2011
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Properties of Aromatic Compounds
Canadian institutionsUniversity of Victoria
FundersUniversity of Victoria
KeywordsCyclobutadieneChemistryCobaltAlkyneAcetyleneAromaticityStereochemistryRing (chemistry)Yield (engineering)BenzeneCrystallographyMedicinal chemistryMoleculeOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

CpCo(CO) 2 -induced cyclization of the dihydropyrenyl methyl acetylene 12 selectively gave cis (head to head) cyclobutadiene (Cbd) cobalt Cp complexes, 15, in 64% yield as a mixture of three isomers, which differ in the orientation of the internal DHP methyl substituents with respect to the CoCp unit. Cyclization of the ester-substituted alkyne 13 likewise gave three cis isomers of 16 in 30% yield. The bis-DHP substituted alkyne 9, however, gave 50% of a mixture of cis and trans (head to tail) isomers of 17 . An X-ray crystal structure for complex 15 showed exclusively the cis regioisomer; however, the CpCo fragment was disordered over two main sites in a 56:41 ratio and the internal methyl groups were also disordered with respect to the CoCp unit. These two major sites are related by an approximately 180° rotation of the CpCo(Cbd) unit around the edge of the Cbd ring bearing the two DHP substituents. The aromaticity of the cyclobutadiene cobalt fragment was studied by examination of the DHP internal methyl chemical shifts, coupling constants, and bond distance alternation. Comparison of the 3 J 9′,10′ values for complex 16 and the phenyl derivative 5 and the sum of the bond length deviations from average for complexes 15 and 5 are consistent with the idea that, quantitatively, the aromaticity of the cyclobutadiene cobalt fragment is on the same order as that of benzene. Study of the photoopening of the naphthoyl dihydropyrene cobalt complex 26 indicated that the organometallic fragment slowed the reaction by about 12 times relative to the precursor, alkyne 25 .

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 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 score0.123
Threshold uncertainty score1.000

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 science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0100.000

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 head0.047
GPT teacher head0.219
Teacher spread0.171 · 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.

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

Citations9
Published2011
Admission routes2
Has abstractyes

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