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Record W2045647923 · doi:10.1021/om900022n

Reactivity of SiMe<sub>3</sub>- and SnR<sub>3</sub>-Functionalized Bis(7-azaindol-1-yl)methane with [PtR<sub>2</sub>(μ-SMe<sub>2</sub>)]<sub><i>n</i></sub>(R = Me, Ph) and the Resulting Pt(II) and Pt(IV) Complexes

2009· article· en· W2045647923 on OpenAlexaff
Shu‐Bin Zhao, Rui‐Yao Wang, Suning Wang

Bibliographic record

VenueOrganometallics · 2009
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsQueen's University
Fundersnot available
KeywordsChemistryElectrophileMedicinal chemistryReactivity (psychology)MetathesisBond cleavageStereochemistryMethanePlatinumCleavage (geology)CatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

Three new bis(7-azaindol-1-yl)methane (BAM) derivative ligands Me 3 Si-BAM ( 1a ), Me 3 Sn-BAM ( 1b ), and Ph 3 Sn-BAM ( 1c ) have been synthesized, and their reactivities with [PtR 2 (μ-SMe 2 )] n (R = Me, Ph) have been examined. Two Pt(II) complexes Pt(Me 3 Si-BAM)R 2 (R = Me, 2; Ph, 3 ) were obtained from the reactions of 1a . The reactions of 1b with [PtR 2 (μ-SMe 2 )] n (R = Me, Ph) produced unexpected novel N, C, N -BAM Pt(IV) complexes Pt( N, C, N- BAM)(SnMe 3 )R 2 (R = Me, 4; Ph, 6 ) likely via oxidative cleavage of the C BAM −Sn bond in 1b . 1c reacted with [PtPh 2 ( μ- SMe 2 )] n ( n = 2, 3) yielding the anticipated Pt(II) complex Pt(Ph 3 Sn-BAM)Ph 2 ( 7 ), whereas its reaction with [PtMe 2 (μ-SMe 2 )] 2 resulted in unusual Pt II - Me and Sn IV - Ph metathesis, yielding also 7 as one of the products. Mechanistic investigation was carried out to understand this phenomenon. The reactivities of 2 with MeI, MeOTf, and I 2 were examined. Its reaction with I 2 gave rise to Pt(Me 3 Si-BAM)I 2 ( 9 ) along with CH 3 I, indicating the possibility of functionalizing Pt II - Me via iodinolysis. The reaction of Pt( N, C, N- BAM)(SnMe 3 )Me 2 ( 4 ) with I 2 produced a number of unusual N, C, N -BAM Pt(IV) complexes including Pt( N, C, N -BAM)Me(I)(SnI 2 Me) ( 13 ) and Pt( N,C,N -BAM)Me(I)(I 3 ) ( 14 ) due to the electrophilic cleavage of the Sn-Me, Pt-Me and/or Pt−Sn bond(s) by I 2 . For comparison, we also investigated the reaction of Pt( N, C, N -BAM)Me 3 ( M1 ) with I 2 which was found to exhibit a high regioselectivity for the axial Pt-Me group, resulting in Pt( N, C, N -BAM)Me 2 (I 3 ) ( 15 ) with the two Pt- Me being cis to each other. The reactions of 4 and M1 with I 2 are rare examples of Pt IV −CH 3 bond cleavage by the elimination of CH 3 I. The structures of 1a and complexes 2, 7, 9, and 13 − 15 were determined by X-ray diffraction analyses.

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)0.005
metaresearch head score (Gemma)0.004
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Science and technology studies, Research integrity
Consensus categoriesMeta-epidemiology (narrow), Science and technology studies, Research integrity
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 score0.045
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0050.004
Meta-epidemiology (narrow)0.0030.003
Meta-epidemiology (broad)0.0040.001
Bibliometrics0.0010.003
Science and technology studies0.0020.003
Scholarly communication0.0010.001
Open science0.0010.001
Research integrity0.0020.003
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 head0.013
GPT teacher head0.232
Teacher spread0.218 · 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; both teacher heads agree on what is shown here.

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

Citations22
Published2009
Admission routes1
Has abstractyes

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