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Record W2518148721 · doi:10.1021/om501269x

Bis-hydrocarbyl Platinum(II) Ambiphilic Ligand Complexes: Alkyl–Aryl Exchange between Platinum and Boron

2015· article· en· W2518148721 on OpenAlexafffund
Bradley E. Cowie, David J. H. Emslie

Bibliographic record

VenueOrganometallics · 2015
Typearticle
Languageen
FieldChemistry
TopicOrganoboron and organosilicon chemistry
Canadian institutionsMcMaster University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryPlatinumBoraneMedicinal chemistryOxidative additionLigand (biochemistry)AlkylReductive eliminationArylBoronStereochemistryOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

Reaction of TXPB (2,7-di- tert -butyl-5-diphenylboryl-4-diphenylphosphino-9,9-dimethylthioxanthene) with [PtMe 2 (COD)] (COD = 1,5-cyclooctadiene) yielded [PtMePh(TXPB′)] ( 1; TXPB′ = 2,7-di- tert -butyl-5-methylphenylboryl-4-diphenylphosphino-9,9-dimethylthioxanthene), presumably via undetected [PtMe 2 (TXPB)]. The ambiphilic ligand in 1 is κ 2 PS -coordinated, and the trigonal plane of the borane is oriented approximately parallel to the square plane at platinum. In solution, 1 is in equilibrium with zwitterionic [PtMe(TXPB-Me)] ( 1 ′), in which the Pt -phenyl group in 1 has been abstracted by the borane; the ratio of 1 to 1 ′ is approximately 90:10 at room temperature and 50:50 at 183 K. The presence of 1 ′ in solution suggests that the pathway for phenyl–methyl exchange between platinum and boron involves a zwitterionic platinum(II) intermediate, rather than a platinum(IV) boryl complex resulting from B–C bond oxidative addition. Heating compound 1 provided an approximate 14:86 mixture of 1 and [PtPh 2 (TXPB″)] ( 2; TXPB″ = 2,7-di- tert -butyl-5-dimethylboryl-4-diphenylphosphino-9,9-dimethylthioxanthene); 1 and 2 are in equilibrium at elevated temperature, and 2 is formed (Δ S ⧧ = −45(12) J K –1 mol –1; Δ H ⧧ = 94(4) kJ mol –1 ) via a second methyl–phenyl exchange between platinum and boron. The solid-state structure of 2 is analogous to that of 1, except with both phenyl groups on platinum and both methyl groups on boron. Compound 1 reacted with PPh 3 or P(OPh) 3 to afford neutral [PtMePh(L)(TXPB′)] {L = PPh 3 ( 3 ) or P(OPh) 3 ( 4 )}, in which the TXPB′ ligand is κ 1 P -coordinated. However, 1 reacted with 2 equiv of CNXyl (Xyl = 2,6-dimethylphenyl) to provide zwitterionic trans -[PtMe(CNXyl) 2 (TXPB-Me)] ( 5; TXPB-Me is a κ 1 P -coordinated anionic phosphine). This divergent reactivity is consistent with the accessibility of both neutral 1 and zwitterionic 1 ′ in solution.

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 score0.062
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0020.000

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 head0.033
GPT teacher head0.250
Teacher spread0.217 · 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

Citations34
Published2015
Admission routes2
Has abstractyes

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