Evolution of neutral organic super-electron-donors and their applications

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چکیده

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Evolution of neutral organic super-electron-donors and their applications.

In recent times, metal-free chemistry has received significant attention due to its inherent qualities and its potential savings in the costs of (i) reagents and (ii) environmental treatments of residues. In this context, recently developed neutral organic electron-donors have shown an ability to perform challenging reductions that are traditionally the preserve of reactive metals and metal-bas...

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Discovery and Development of Organic Super-Electron-Donors

Based on simple ideas of electron-rich alkenes, exemplified by tetrakis(dimethylamino)ethene, TDAE, and on additional driving force associated with aromatization, families of very powerful neutral organic super-electron-donors (SEDs) have been developed. In the ground state, they carry out metal-free reductions of a range of functional groups. Iodoarenes are reduced either to aryl radicals or, ...

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Hybrid super electron donors – preparation and reactivity

Neutral organic electron donors, featuring pyridinylidene-imidazolylidene, pyridinylidene-benzimidazolylidene and imidazolylidene-benzimidazolylidene linkages are reported. The pyridinylidene-benzimidazolylidene and imidazolylidene-benzimidazolylidene hybrid systems were designed to be the first super electron donors to convert iodoarenes to aryl radicals at room temperature, and indeed both sh...

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Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine

The effects on the redox properties of modifying the molecular skeleton of neutral bis-2-(4-dimethylamino)pyridinylidene electron donors, derived from 4-dimethylaminopyridine (4-DMAP), have been explored, by varying two parameters: (i) the length of a polymethylene chain linking the two pyridine-derived rings and (ii) the nature of the nitrogen substituents on the 4 and 4' positions of the prec...

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Reductive cleavage of sulfones and sulfonamides by a neutral organic super-electron-donor (S.E.D.) reagent.

The sulfonyl group finds extensive applications in organic and medicinal chemistry both in sulfonamides, popular as robust protecting groups for amines,1 and in sulfones.2 Frequently, sulfones are introduced into synthetic schemes to assist particular transformations; further progress along the synthetic route can later require the removal of a sulfone group, and this can be achieved by reducti...

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ژورنال

عنوان ژورنال: Chem. Commun.

سال: 2014

ISSN: 1359-7345,1364-548X

DOI: 10.1039/c3cc48969h