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Record W2321354609 · doi:10.1021/om3007008

Platinum Complexes of Alkynyl-Substituted Dimethyldihydropyrenes

2012· article· en· W2321354609 on OpenAlexaff
Pengrong Zhang, David J. Berg, Reginald H. Mitchell, Allen G. Oliver, Brian O. Patrick

Bibliographic record

VenueOrganometallics · 2012
Typearticle
Languageen
FieldMaterials Science
TopicPhotochromic and Fluorescence Chemistry
Canadian institutionsUniversity of Victoria
Fundersnot available
KeywordsChemistryPlatinumSubstituentDehydrohalogenationPhotochromismAlkyneStereochemistryMedicinal chemistryAdductPhotochemistryCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

A series of photochromic dimethyldihydropyrenes (DHP) bearing ethyne substituents in the 4-position ( R DHP-C≡CH; R = H ( 4 ), acetyl ( 5 ), benzoyl ( 6 ), 1-naphthoyl ( 7 ), benzo[ e ] ( 8 )) were prepared for use as precursors to ethynyl ligands. Dehydrohalogenation of the adduct of these ethynes with various PtCl 2 (L) 2 complexes afforded a series of cis and trans square-planar bis(DHP-ethynyl) platinum complexes, ( R DHP-C≡C) 2 Pt(L) 2 (cis, R = H, L 2 = PEt 3 ( 9 ), acetyl, PEt 3 ( 10 ), benzoyl, PEt 3 ( 11 ), 1-naphthoyl, PEt 3 ( 12 ), benzo[ e ], PEt 3 ( 13 ), benzoyl, PPh 3 ( 14 ), benzo[ e ], PPh 3 ( 15 ); trans, R = H, L 2 = dppe ( 16 ), benzo[ e ], dppe ( 17 ), acetyl, bipy ( 18 ), 1-naphthoyl, bipy ( 19 ), H, phen ( 20 )). The DHP-ethynes bearing acyl and benzo[ e ] substituents on the DHP ( 5 – 8 ) and their platinum complexes ( 10 – 19 ) are photochromic and undergo ring opening to the related cyclophanediene (CPD) isomer on irradiation with visible light (λ >550 nm). In the case of the benzo[ e ]DHP 8, adding a 4-ethynyl substituent increases the rate of photo-opening 4-fold; however, in the acylDHP series 5 – 7, addition of a 4-ethynyl group slows the rate of photo-opening by a factor of about 4. The platinum complexes generally open more slowly than the corresponding alkyne precursors, again by a factor of about 4. The rate of photo-opening does not appear to be affected significantly by the nature of the ancillary ligands or the metal geometry, suggesting that there is poor electronic communication between the platinum center and the DHP π system. The thermal back-reaction from the open CPD to closed DHP form is about 50% faster for the metal complexes than for the DHP-ethyne precursor. The platinum complexes and the DHP-ethynes were characterized by NMR and IR spectroscopy and MS and by X-ray crystallography for metal complexes 10, 11, 14, 15, and 17 .

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 categoriesInsufficient 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 score0.003
Threshold uncertainty score0.998

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 science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0030.000

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 head0.246
Teacher spread0.227 · 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

Citations12
Published2012
Admission routes1
Has abstractyes

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