Distonic Radical Anions Generated via Single Electron Transfer and Their Potenial In Organic Synthesis

نویسنده

  • Brad M Rosen
چکیده

Herein, recent developments in the production and reactivity of distonic radical anions are reviewed. Known and potential reactions utilizing both the radical and anion centers are highlighted. While work has revealed new distonic radical anion species, limited effort has been to apply them to complex molecule synthesis. Through the development of new photoinduced electron transfer reagents, distonic radical anion approaches to organic synthesis should be able to provide rapid access to complex molecular architectures.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Nitrene Radical Intermediates in Catalytic Synthesis

Nitrene radical complexes are reactive intermediates with discrete spin density at the nitrogen-atom of the nitrene moiety. These species have become important intermediates for organic synthesis, being invoked in a broad range of C-H functionalization and aziridination reactions. Nitrene radical complexes have intriguing electronic structures, and are best described as one-electron reduced Fis...

متن کامل

Investigation of the gas phase reactivity of the 1-adamantyl radical using a distonic radical anion approach.

The gas phase reactions of the bridgehead 3-carboxylato-1-adamantyl radical anion were observed with a series of neutral reagents using a modified electrospray ionisation linear ion trap mass spectrometer. This distonic radical anion was observed to undergo processes suggestive of radical reactivity including radical-radical combination reactions, substitution reactions and addition to carbon-c...

متن کامل

Cycloreversion of β-lactams via photoinduced electron transfer.

The radical anions of β-lactams, photogenerated in the presence of DABCO as an electron donor, undergo cycloreversion via N-C4 bond cleavage, back electron transfer and final C2-C3 bond cleavage, leading to olefins. The involved intermediates are 1,4-radical anions and 1,4-biradicals. The experimental observations are consistent with the results of DFT calculations.

متن کامل

Dissociative electron transfer to diphenyl-substituted bicyclic endoperoxides: the effect of molecular structure on the reactivity of distonic radical anions and determination of thermochemical parameters.

The heterogeneous electron transfer reduction of the bicyclic endoperoxide 1,4-diphenyl-2,3-dioxabicyclo[2.2.1]hept-5-ene (4) was investigated in N,N-dimethylformamide at a glassy carbon electrode. The endoperoxide reacts by a concerted dissociative ET mechanism resulting in reduction of the O-O bond with an observed peak potential of -1.4 V at 0.2 V s-1. The major product (90% yield) resulting...

متن کامل

Regio- and stereoselective functionalization of electron-deficient alkenes by organosilicon compounds via photoinduced electron transfer*

Regioand stereoselective photoallylation of electron-deficient alkenes by use of allylic silanes via photoinduced electron transfer has been described. Similar photoinduced functionalization reactions such as arylmethylation, alkylation, and silylation can be achieved by using a variety of organosilicon compounds. These photoreactions proceed via radical cations of organosilicon compounds and r...

متن کامل

ذخیره 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 نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2008