Diastereomerically enriched analogues of the water-soluble phosphine PTA. Synthesis of phenyl(1,3,5-triaza-7-phosphatricyclo[3.3.1.1(3,7)]dec-6-yl)methanol (PZA) and the sulfide PZA(S) and X-ray crystal structures of the oxide PZA(O) and [Cp*IrCl(2)(PZA)].
A diastereomerically enriched analogue of 1,3,5-triaza-7-phosphaadamantane (PTA) was obtained by the reaction of PTA lithium salt with benzaldehyde to give the water-soluble derivative phenyl(1,3,5-triaza-7-phosphatricyclo[3.3.1.13,7]dec-6-yl)methanol (PZA, 1) as a mixture of two diastereoisomers. PZA derivatives phenyl(1,3,5-triaza-7-phospha-tricyclo[3.3.1.13,7]dec-6-yl)methanol sulfide [PZA(S), 2] and oxide [PZA(O), 3] were also synthesized. The latter was isolated in the solid state, and the X-ray crystal structure of a single diastereoisomer was obtained. Compound 1 was used as a k1-P monodentate ligand toward iridium(III) moieties, and the piano-stool complex [Cp*IrCl2(PZA)] (4) was obtained as a mixture of diastereoisomers both in solution and in the solid state.
Erlandsson
Mikael
M
Istituto di Chimica del Composti Organometallici, Consiglio Nazionale delle Ricerche (ICCOM-CNR), Via Madonna del Piano 10, 50019 Sesto Fiorentino (Firenze), Italy.
Gonsalvi
Luca
L
Ienco
Andrea
A
Peruzzini
Maurizio
M
D000218:Adamantane / Q000031:analogs & derivatives* / Q000737:chemistry; D018360:Crystallography, X-Ray; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D007495:Iridium / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D010087:Oxides / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D012492:Salts / Q000737:chemistry; D012995:Solubility; D013237:Stereoisomerism; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry; D014867:Water / Q000737:chemistry
C501763:1,3,5-triaza-7-phosphaadamantane; D006575:Heterocyclic Compounds, 3-Ring; D009942:Organometallic Compounds; D009943:Organophosphorus Compounds; D010087:Oxides; D010720:Phosphines; D012492:Salts; D013440:Sulfides; C527273:phenyl(1,3,5-triaza-7-phosphatricyclo(3.3.1.1(3,7))dec-6-yl)methanol; D014867:Water; D007495:Iridium; D008094:Lithium; D000218:Adamantane