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Record W2151555369 · doi:10.1002/ejoc.201500263

Synthesis of Diiodinated Biphenyls and Iodinated <i>meta</i>‐Terphenyls by Regioselective Suzuki–Miyaura Cross‐Coupling Reactions of 5‐Substituted 1,2,3‐Triiodobenzenes

2015· article· en· W2151555369 on OpenAlexaff
Raed M. Al‐Zoubi, Walid K. Al‐Jammal, Mohammad Y. El‐Khateeb, Robert McDonald

Bibliographic record

VenueEuropean Journal of Organic Chemistry · 2015
Typearticle
Languageen
FieldChemistry
TopicCatalytic Cross-Coupling Reactions
Canadian institutionsAlberta Glycomics CentreUniversity of Alberta
Fundersnot available
KeywordsRegioselectivityChemistryBiphenylSteric effectsCoupling reactionCombinatorial chemistryTerphenylOrganic chemistryMedicinal chemistryCatalysis

Abstract

fetched live from OpenAlex

Abstract A variety of 2,3‐diiodinated biphenyl and iodinated meta ‐terphenyl derivatives were synthesized by a regioselective Suzuki–Miyaura cross‐coupling reaction of 5‐substituted 1,2,3‐triiodobenzenes. By using 1 equiv. of arylboronic acid, the Suzuki–Miyaura reaction yielded 2,3‐diiodinated biphenyl derivatives with excellent regioselectivity. The coupling reaction predominantly occurred at the terminal position of the 5‐substituted 1,2,3‐triiodobenzene, which is the less sterically hindered and more electronically deficient site. With 2 equiv. of arylboronic acids, the one‐pot reaction provided iodinated meta ‐terphenyls in good yields. This facile and efficient one‐step method is also quite general in scope as well as scalable.

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)0.003
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
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 score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.003
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0010.000

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 head0.026
GPT teacher head0.252
Teacher spread0.226 · 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

Citations23
Published2015
Admission routes1
Has abstractyes

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