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Record W1990702952 · doi:10.1002/ejic.201100553

Synthesis, Structure, and C–C Cross‐Coupling Activity of (Amine)bis(phenolato)iron(acac) Complexes

2011· article· en· W1990702952 on OpenAlexaff
Kamrul Hasan, Louise N. Dawe, Christopher M. Kozak

Bibliographic record

VenueEuropean Journal of Inorganic Chemistry · 2011
Typearticle
Languageen
FieldChemistry
TopicMetal-Catalyzed Oxygenation Mechanisms
Canadian institutionsMemorial University of Newfoundland
Fundersnot available
KeywordsChemistryMethyleneMedicinal chemistryLigand (biochemistry)AlkylAmine gas treatingHalideArylCrystal structureReagentCoupling reactionStereochemistryCrystallographyCatalysisInorganic chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract A series of (amine)bis(phenolato)iron(III)acac complexes has been prepared and characterized. Reaction of Fe(acac) 3 with the diprotonated linear tetradentate proligand N , N′ ‐bis(4,6‐di‐ tert ‐butyl‐2‐methylphenol)‐ N , N′ ‐dimethyl‐1,2‐diaminoethane, H 2 [ L1 ], and tripodal tetradentate ligand precursors dimethylaminoethylamino‐ N , N ‐bis(2‐methylene‐4,6‐di‐ tert ‐butylphenol), H 2 [ L2 ], dimethylaminoethylamino‐ N , N ‐bis(2‐methylene‐4‐methyl‐6‐ tert ‐butylphenol), H 2 [ L3 ], 2‐methoxyethylamino‐ N , N ‐bis(2‐methylene‐4,6‐di‐ tert ‐butylphenol), H 2 [ L4 ], 2‐methoxyethylamino‐ N , N ‐bis(2‐methylene‐4‐methyl‐6‐ tert ‐butylphenol), H 2 [ L5 ], and 2‐methoxyethylamino‐ N , N ‐bis(2‐methylene‐4,6‐dimethylphenol), H 2 [ L6 ], produces the distorted octahedral Fe III complexes [ L1 ]Fe(acac) ( 1 ), [ L2 ]Fe(acac) ( 2 ), [ L3 ]Fe(acac) ( 3 ), [ L4 ]Fe(acac) ( 4 ), [ L5 ]Fe(acac) ( 5 ), and [ L6 ]Fe(acac) ( 6 ). In all of these complexes, the phenolato oxygen atoms are cis ‐oriented. The paramagnetic Fe III complexes 1 – 6 were also characterized by UV/Vis and IR spectroscopy, mass spectrometry, cyclic voltammetry, and magnetic measurements. Single crystal X‐ray molecular structures have been determined for complexes 1 , 2 , 3 , 5 , and the proligand H 2 [ L6 ]. Preliminary investigations of complexes 1 – 6 for catalytic cross‐coupling reactions of aryl Grignard reagents with cyclic and acyclic secondary alkyl halides and benzyl halides were performed. While the activity for cyclohexyl chlorides and bromides was high, cross‐coupling of benzyl halides was moderate and 2‐bromo‐ and 2‐chlorobutane gave poor yields of cross‐coupled product.

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)0.001
metaresearch head score (Gemma)0.001
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 score0.008
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0050.000

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 head0.024
GPT teacher head0.227
Teacher spread0.203 · 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

Citations33
Published2011
Admission routes1
Has abstractyes

Explore more

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