Cp*rhodium complexes with salicyloxazolines: Diastereoselective synthesis, configurational stability and use as asymmetric catalysts for a Diels-Alder reaction was written by Davenport, Adam J.; Davies, David L.; Fawcett, John; Russell, David R.. And the article was included in Journal of Organometallic Chemistry on May 1,2006.Electric Literature of C16H15NO2 The following contents are mentioned in the article:
Reaction of [RhCl2Cp*]2 (Cp* = η-C5Me5) with appropriate salicyloxazolines in the presence of NaOMe gave 72-83% [RhCl(R,R’-saloxaz)Cp*] [R = R’ = Me (1); R = H, R’ = Me2CH (2), PhCH2 (3), Ph (4)] which were fully characterized; complexes 2-4 contain an enantiopure (S)-saloxaz ligand. The diastereoselectivity of complexation depends on the substituents and the absolute configuration at the metal center is unstable in solution Thus, salicyloxazoline ligands coordinate diastereoselectively to the Cp*RhCl fragment with the oxazoline substituent oriented towards the chloride except in the case of the Ph-substituted complex. Treatment of 2 with 4-methylpyridine and NaSbF6 in MeOH at reflux gave [Rh(4-Mepy){(S)-iPr-saloxaz}Cp*][SbF6] (5) while [Rh(OH2)(Me2-saloxaz)Cp*][SbF6] (6) was prepared by reaction of 1 with AgSbF6. Three complexes, [RhCl(Me2-saloxaz)Cp*] (1), [RhCl{(S)-iPr-saloxaz}Cp*] (2), and [Rh(OH2)(Me2-saloxaz)Cp*][SbF6] (6) were characterized by x-ray crystallog. Some of the complexes, after treatment with AgSbF6, were tested as enantioselective catalysts for the Diels-Alder reaction of methacrolein with cyclopentadiene, but gave much poorer results than the corresponding arene ruthenium complexes. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Electric Literature of C16H15NO2).
(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol. Oxazolidines are weaker bases (pKa 6–7) than parent β-amino alcohols and found to be more lipophilic than the parent compound at physiological pH.Electric Literature of C16H15NO2
163165-92-2;(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-92-2;New trend of C16H15NO2;function of 163165-92-2