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SYNOPSIS
SYNOPSIS

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Microsoft Word - Ethesis@nitr
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... RESULT AND DISCUSSION The most important methods for preparing this class of heterocycles are the reaction between hydrazines with β-difunctional compounds25 and 1, 3-dipolar cycloadditions of diazo compounds onto triple bonds26. The former process, considered to be the best method for the preparat ...
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... • Oxygen: normally forms two covalent bonds and has two unshared pairs of electrons. • Halogen: normally forms one covalent bond and has three unshared pairs of electrons. © 2006 Thomson Learning, Inc. All rights reserved ...
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Lft} (rr

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Homoaromaticity



Homoaromaticity in organic chemistry refers to a special case of aromaticity in which conjugation is interrupted by a single sp3 hybridized carbon atom. Although this sp3 center disrupts the continuous overlap of p-orbitals, traditionally thought to be a requirement for aromaticity, considerable thermodynamic stability and many of the spectroscopic, magnetic, and chemical properties associated with aromatic compounds are still observed for such compounds. This formal discontinuity is apparently bridged by p-orbital overlap, maintaining a contiguous cycle of π electrons that is responsible for this preserved chemical stability.The concept of homoaromaticity was pioneered by Saul Winstein in 1959, prompted by his studies of the “tris-homocyclopropenyl” cation. Since the publication of Winstein's paper, much research has been devoted to understanding and classifying these molecules, which represent an additional “class” of aromatic molecules included under the continuously broadening definition of aromaticity. To date, homoaromatic compounds are known to exist as cationic and anionic species, and some studies support the existence of neutral homoaromatic molecules, though these are less common. The 'homotropylium' cation (C8H9+) is perhaps the best studied example of a homoaromatic compound.
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