Ruthenium(IV) porphyrin catalyzed phosphoramidation of aldehydes with phosphoryl azides as a nitrene source.
نویسندگان
چکیده
[Ru(IV)(por)Cl(2)] (por = porphyrin dianion) can efficiently catalyze nitrene insertion into aldehyde C-H bonds with phosphoryl azides as a nitrene source to give N-acylphosphoramidates in good to high yields.
منابع مشابه
Ruthenium porphyrin catalyzed diimination of indoles with aryl azides as the nitrene source.
By using [Ru(TTP)CO] [H2TTP = meso-tetrakis(4-tolyl)porphyrin] as catalyst and aryl azides as the nitrene source, the sp(2)(C-H) bonds of a series of indoles undergo oxidative C-N bond formation to give unique 2,3-diimination products in good to high yields.
متن کاملPorphyrin Cobalt(III) "Nitrene Radical" Reactivity; Hydrogen Atom Transfer from Ortho-YH Substituents to the Nitrene Moiety of Cobalt-Bound Aryl Nitrene Intermediates (Y = O, NH).
In the field of cobalt(II) porphyrin-catalyzed metallo-radical reactions, organic azides have emerged as successful nitrene transfer reagents. In the pursuit of employing ortho-YH substituted (Y = O, NH) aryl azides in Co(II) porphyrin-catalyzed nitrene transfer reactions, unexpected hydrogen atom transfer (HAT) from the OH or NH₂ group in the ortho-position to the nitrene moiety of the key rad...
متن کاملA mechanistic investigation of the ruthenium porphyrin catalysed aziridination of olefins by aryl azides.
A mechanism for the aziridination of olefins by aryl azides (ArN3), promoted by ruthenium(ii) porphyrin complexes, is proposed on the basis of kinetic and theoretical studies. All the recorded data support the involvement of a mono-imido ruthenium complex as the active intermediate in the transfer of the nitrene moiety "ArN" to the olefin. The selectivity of the aziridination vs. the uncatalyse...
متن کاملNew catalysts for the transition-metal-catalyzed synthesis of aziridines.
Aziridines are especially in demand because of their natural occurrence in diverse biologically active compounds and their manifold transformations in chemical reactions. The ring constraint renders them very reactive substances. In the presence of nucleophiles (N, O, S, C nucleophiles, and halides) they undergo ring-opening, they are used for [3+2] cycloadditions and [3+3] annulations, and the...
متن کاملSynthesis of chiral N-phosphoryl aziridines through enantioselective aziridination of alkenes with phosphoryl azide via Co(II)-based metalloradical catalysis
The Co(II) complex of a new D 2-symmetric chiral porphyrin 3,5-DiMes-QingPhyrin, [Co(P6)], can catalyze asymmetric aziridination of alkenes with bis(2,2,2-trichloroethyl)phosphoryl azide (TcepN3) as a nitrene source. This new Co(II)-based metalloradical aziridination is suitable for different aromatic olefins, producing the corresponding N-phosphorylaziridines in good to excellent yields (up to...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 48 47 شماره
صفحات -
تاریخ انتشار 2012