MétaCan
Menu
Back to cohort
Record W2313854195 · doi:10.1515/mgmc.2001.24.12.823

THE SYNTHESIS AND CHARACTERIZATION OF THE CYCLOTRIGERMOXANE: (Ph4C4GeO)3

2001· article· en· W2313854195 on OpenAlexafffund
Michael C. Godelie, Michael C. Jennings, Kim M. Baines

Bibliographic record

VenueMain Group Metal Chemistry · 2001
Typearticle
Languageen
FieldPharmacology, Toxicology and Pharmaceutics
TopicFluorine in Organic Chemistry
Canadian institutionsWestern University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryCharacterization (materials science)Combinatorial chemistryNanotechnology

Abstract

fetched live from OpenAlex

The cyclotrigermoxane, (PLjC%GeO) 3 , first isolated adventitiously, was synthesized in good yield by the hydrolysis of 1,1-dichlorotetraphenylgermole.The cyclotrigermoxane crystallized as small yellow rectanglar blocks, which were analyzed by X-ray crystallography.The Ge-O ring is planar with a Ge-0 bond length of 1.7680(11) A and endocyclic bond angles of 132.45(17)° (Ge-O-Ge) and 107.55(17)° (O-Ge-O).The cyclotrigermoxane was fully characterized by 'H, ,3 C NMR, ir and mass spectrometry.Recent interest in the chemistry of germole derivatives [1] has focussed on the synthesis of and the extent of delocalization in anionic germole derivatives [2] as well as on the incorporation of the germole moiety into conjugated polymeric materials [3].The facile and high yield synthesis of the stable, bulky dilithiogermole, 1,1-dilithiotetraphenylgermole, was of particular interest to us since the dilithiogermole appeared to be well suited as a reagent for the synthesis of doublv-bonded germanium derivatives, such as digermenes and germasilenes [4], We envisioned a new synthetic mute to a stable germasilene by the reaction between the stable dilithiogermole and a dihalosilane such as dichloro-or difluorobis(2,4,6triisopropvlphenyl)silane in THF.However, all attempts to synthesize a stable germasilene failed [5], During the course of these studies, we did observe the formation of the cyclotrigermoxane 1, in low yield.Given the current interest in germole derivatives and the limited number of structurally characterized cyclotrigermoxanes [6], we synthesized the cyclotrigermoxane in good yield by a cyclocondensation reaction and fully characterized this compound, including the determination of its molecular structure.We report herein on the results of those studies. Results and DiscussionMany attempts were made to synthesize a germasilene by the reaction between 1,1dilithiotetraphenylgermole and a dihalosilane.In a typical experiment, a solution of the dilithiogermole in THF was added to an equivalent of either dichlom-or difiuorobis(2,4,6-triisopropylphenyl)silane dissolved in THF.No evidence for the formation of a germasilene was obtained.The use of toluene as a solvent, the addition of 12-crown-4, or the use of a less bulky silane (dichlorodimesitylsilane) all failed to provide any proof for the formation of a germasilene.During the course of these experiments, a small amount of a crystalline solid was often isolated.The solid was identified as the cyclotrigermoxane 1 (Figure 1) bv Xrav crystallography.To obtain enough material for complete characterization, the cyclotngermoxane was prepared, irr 76 % yreld, by the hydrolysis of 1,1-dichlorotetraphenylgermole with an excess of distilled water and triethvlamine.The product crystallized as small, rectangular, yellow blocks from a saturated hexancs solution or as small yellow plates from a CI LCN/hcxanes mixture.

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)0.000
metaresearch head score (Gemma)0.000
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: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.003
Threshold uncertainty score0.009

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0030.001

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 head0.030
GPT teacher head0.317
Teacher spread0.287 · 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

Citations6
Published2001
Admission routes2
Has abstractyes

Explore more

Same venueMain Group Metal ChemistrySame topicFluorine in Organic ChemistryFrench-language works237,207