57880-92-9Relevant academic research and scientific papers
Synthesis, Structural Characterization, and Catalytic Activity of Indenyl Tris(N-pyrrolyl)phosphine Complexes of Ruthenium
Stark, Matthew J.,Shaw, Michael J.,Rath, Nigam P.,Bauer, Eike B.
, p. 1093 - 1102 (2016/03/15)
The synthesis, characterization, and catalytic activity of new ruthenium complexes of the tris(N-pyrrolyl)phosphine ligand [P(pyr)3] are described. The new ruthenium complexes [RuCl(ind)(PPh3){P(pyr)3}] and [RuCl(ind){P(pyr)3}2] (ind = indenyl, η5-C9H7-) were synthesized in 73 and 63 % isolated yields, respectively, by thermal ligand exchange of [RuCl(ind)(PPh3)2] with P(pyr)3. The electronic and steric properties of the new complexes were studied through analysis of the X-ray structures and cyclic voltammetry. The new complexes [RuCl(ind)(PPh3){P(pyr)3}] and [RuCl(ind){P(pyr)3}2] and the known complex [RuCl(ind){(PPh3)2}] differed only slightly in their steric properties, as seen from the comparable bond lengths and angles around the ruthenium centers. The oxidation potentials of [RuCl(ind)(PPh3){P(pyr)3}] and [RuCl(ind){P(pyr)3}2] of +0.34 and +0.71 V versus Cp2Fe0/+ (Cp = cyclopentadienyl) are substantially higher than that of [RuCl(ind)(PPh3)2] (-0.023 V), in accordance with the enhanced π-acidity of the P(pyr)3 ligand. The new complexes are catalytically active in the etherification of propargylic alcohols and in the first ruthenium-catalyzed formation of known and new xanthenones from propargylic alcohols and diketones (18 to 72 h at 90 °C in ClCH2CH2Cl or toluene, 1-2 mol-% catalyst, 69-22 % isolated yields).
Easy entry to donor/acceptor butadiene dyes through a MW-assisted InCl3-catalyzed coupling of propargylic alcohols with indan-1,3-dione in water
Francos, Javier,Borge, Javier,Díez, Josefina,García-Garrido, Sergio E.,Cadierno, Victorio
, p. 10 - 14 (2015/02/19)
In this contribution, the high-yield preparation and optical properties of some donor-acceptor butadiene dyes, generated by coupling of different 1,1-diaryl-2-propyn-1-ols with indan-1,3-dione, are presented. The reactions, which involve the initial Meyer
Bronsted acid catalyzed propargylation of 1,3-dicarbonyl derivatives. Synthesis of tetrasubstituted furans
Sanz, Roberto,Miguel, Delia,Martinez, Alberto,Alvarez-Gutierrez, Julia M.,Rodriguez, Felix
, p. 727 - 730 (2007/10/03)
Simple Bronsted acids such as p-toluenesulfonic acid monohydrate (PTS) efficiently catalyze a direct substitution of the hydroxyl group in propargylic alcohols with 1,3-dicarbonyl compounds. Selective propargylation or allenylation is obtained depending o
Efficient access to conjugated dienones and diene-diones from propargylic alcohols and enolizable ketones: A tandem isomerization/condensation process catalyzed by the sixteen-electron allyl-ruthenium(II) complex [Ru(η3-2-C3H4Me)(CO)(dppf)] [SbF 6]
Cadierno, Victorio,Diez, Josefina,Garcia-Garrido, Sergio E.,Gimeno, Jose,Nebra, Noel
, p. 2125 - 2132 (2007/10/03)
A large variety of conjugated dienones R1R2C=CHCH= C(R3)C(=O)R4 and diene-diones R1R 2C=CHCH=C{C(=O)R3}C(=O)R4 have been synthesized in high yields by reacting terminal propargylic alcohols HO=CCR 1R2COH) with enolizable ketones R3CH 2C(=O)R4 and β-dicarbonyl compounds R 3C(=O)CH2C(=O)R4, respectively. The process, which is catalyzed by the 16e- (η3-allyl)- ruthenium(II) complex [Ru(η3-2-C3H4Me)(CO) (dppf)] [SbF6] associated with CF3CO2H, involves the initial isomerization of the propargylic alcohol into the corresponding α,β-unsaturated aldehyde R1R 2C=CHCHO (Meyer-Schuster rearrangement) and subsequent aldol-type condensation.
