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Record W2029578841 · doi:10.1002/ejic.201100779

Experimental and Theoretical Studies of the Potential Interconversion of the Amine–Borane <i>i</i>Pr<sub>2</sub>NH·BH(C<sub>6</sub>F<sub>5</sub>)<sub>2</sub> and the Aminoborane <i>i</i>Pr<sub>2</sub>N=B(C<sub>6</sub>F<sub>5</sub>)<sub>2</sub> Involving Hydrogen Loss and Uptake

2011· article· en· W2029578841 on OpenAlexaff
Alasdair P. M. Robertson, George R. Whittell, Anne Staubitz, Kajin Lee, Alan J. Lough, Ian Manners

Bibliographic record

VenueEuropean Journal of Inorganic Chemistry · 2011
Typearticle
Languageen
FieldChemistry
TopicOrganoboron and organosilicon chemistry
Canadian institutionsUniversity of Toronto
FundersEngineering and Physical Sciences Research Council
KeywordsChemistryDehydrogenationBoraneReactivity (psychology)AdductTransition metalCarbeneMedicinal chemistryYield (engineering)MetalHydrogenCatalysisAmine gas treatingCrystallographyPhysical chemistryStereochemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract The amine–borane adduct iPr2NH·BH(C6F5)2 (1) and the aminoborane iPr2N=B(C6F5)2 (2) have been prepared and crystallographically characterised. Interconversion between the two compounds has been attempted using thermal and transition‐metal‐catalysed dehydrogenation and hydrogenation protocols and the overall reaction thermodynamics were probed by computational methods. Thermal dehydrogenation of 1 was found to yield 2, together with uncharacterised by‐products. Treatment of 1 with the carbene 1,3‐di‐tert‐butyl‐4,5‐dihydroimidazol‐2‐ylidene (3) under ambient conditions did not lead to the elimination of hydrogen, but instead to the loss of C6F5H to afford iPr2N=B(H)C6F5 (4). Attempts to hydrogenate aminoborane 2 were unsuccessful with no reaction observed either thermally or in the presence of transition‐metal catalysts. A computational study of the interconversion between compounds 1 and 2 indicated a thermodynamically unfavourable hydrogenation reaction, which was inverse to that demonstrated for the analogous phosphane–borane/phosphanylborane pair, iPr2PH·BH(C6F5)2 (5) and iPr2P–B(C6F5)2 (6). The contrasting reactivity was attributed to the different N–B and P–B π‐bond strengths in 2 and 6, respectively.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.001
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.009
Threshold uncertainty score0.032

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0010.001
Scholarly communication0.0010.001
Open science0.0010.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0090.000

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 head0.009
GPT teacher head0.196
Teacher spread0.187 · 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 source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
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

Citations19
Published2011
Admission routes1
Has abstractyes

Explore more

Same venueEuropean Journal of Inorganic ChemistrySame topicOrganoboron and organosilicon chemistryFrench-language works237,207