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Sigma-Aldrich

1,3,5-Triaza-7-phosphatricyclo[3.3.1.13,7]decane

97%

Synonyme(s) :

1,3,5-Triaza-7-phosphaadamantane, NSC 266642, PTA

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About This Item

Formule empirique (notation de Hill):
C6H12N3P
Numéro CAS:
53597-69-6
Poids moléculaire :
157.15
Numéro MDL:
MFCD00154905
Code UNSPSC :
12352005
ID de substance PubChem :
329761745
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

solid

Pertinence de la réaction

reagent type: ligand
reaction type: Hydroformylations
reagent type: ligand
reaction type: Hydrogenations
reagent type: ligand
reaction type: Morita-Baylis-Hillman Reactions
reagent type: ligand
reaction type: Sonogashira Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

Pf

244-250 °C

Groupe fonctionnel

phosphine

Chaîne SMILES 

C1N2CN3CN1CP(C2)C3

InChI

1S/C6H12N3P/c1-7-2-9-3-8(1)5-10(4-7)6-9/h1-6H2

Clé InChI

FXXRPTKTLVHPAR-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Air stable organocatalyst for Baylis-Hillman transformation

Application

  • The molecular mechanisms of antimetastatic ruthenium compounds explored through DIGE proteomics.: This study examines the antimetastatic properties of ruthenium compounds using DIGE proteomics. The involvement of 1,3,5-Triaza-7-phosphaadamantane in the complexation with ruthenium and its biological effects were analyzed, highlighting its potential in anticancer therapies (Guidi et al., 2013).
  • Synthesis, antimicrobial and antiproliferative activity of novel silver(I) tris(pyrazolyl)methanesulfonate and 1,3,5-triaza-7-phosphadamantane complexes.: This research details the synthesis of novel silver complexes containing 1,3,5-Triaza-7-phosphaadamantane, evaluating their antimicrobial and antiproliferative activities, which demonstrates the compound′s utility in biomedical applications (Pettinari et al., 2011).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Phillips, A. D.; Gonsalvi, L. et al.
Coordination Chemistry Reviews, 248, 955-955 (2004)
William D J Tremlett et al.
Journal of inorganic biochemistry, 199, 110768-110768 (2019-07-30)
Organometallic compounds based on bioactive ligand systems have shown promising antiproliferative properties. The use of 8-hydroxyquinoline and its derivatives as bioactive ligands resulted in organometallic complexes with potent anticancer activity, but they lack aqueous solubility for further development. We report
He, Z. et al
Advanced Synthesis & Catalysis, 368, 413-413 (2006)
Leila Tabrizi et al.
Dalton transactions (Cambridge, England : 2003), 48(2), 728-740 (2018-12-19)
The new cyclometalated ruthenium(ii) complex, [Ru(CCC-Nap)(Ibu)(PTA)] was designed and synthesized using ibuprofen (Ibu), 1,3,5-triaza-7-phosphaadamantane (PTA) and CCC-pincer containing naproxen moiety (CCC-Nap) as ligands. The compounds were fully characterized by elemental analysis, FT-IR, multinuclear (1H, 13C, and 31P) NMR spectroscopy, and
Sabina W Jaros et al.
Molecules (Basel, Switzerland), 25(9) (2020-05-07)
The present study reports the synthesis, characterization, and crystal structure of a novel bioactive metal-organic framework, [Ag4(µ-PTA)2(µ3-PTA)2(µ4-pma)(H2O)2]n·6nH2O (bioMOF 1), which was assembled from silver(I) oxide, 1,3,5-triaza-7-phosphaadamantane (PTA), and pyromellitic acid (H4pma). This product was isolated as a stable microcrystalline solid
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Articles

Trialkylphosphine for MBH Reactions

Amines and phosphines in nucleophilic catalysis are discussed, addressing the air sensitivity of phosphines.

Contenu apparenté

Frost Group – Professor Product Portal

The Frost group has a longstanding interest in aqueous phase organometallic chemistry with an emphasis on water-soluble phosphine ligands. One focus of this research group has been centered on the chemistry of the neutral, air stable, and water-soluble heterocyclic phosphine 1,3,5-Triaza-7-phosphaadamantane (PTA). PTA is a small phosphine ligands with a cone angle of ~103°. PTA binds metal centers quite strongly and is electronically more donating than PPh3. Ruthenium complexes of PTA have exhibited impressive anticancer activity. A wide variety of transition metal complexes of PTA have been utilized as catalysts for reactions such as hydrogenation, C-C bond forming reactions, atom transfer radical addition, and nitrile hydration.

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