Cyclobutadiene: The Antiaromatic Paradigm?
نویسندگان
چکیده
منابع مشابه
Cyclobutadiene: the antiaromatic paradigm?
There is probably no other single molecule that has fascinated experimental and theoretical chemists so consistently over the past 40 years as has cyclobutadiene (CBD). On average, 16 publications which deal, in one form or another, with the parent compound C4H4 and 40 which deal with cyclobutdienes in general have appeared in every year of this time span, and there are probably many more on de...
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Magnetically induced current densities have been calculated for a series of hydrocarbons consisting of hexadehydro[12]annulene rings alternatingly fused with benzenes. The calculations show that all molecular rings of the studied molecules sustain paramagnetic ring currents. The new class of molecules is therefore coined polycyclic antiaromatic hydrocarbons (PAAH).
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Aromaticity is a key concept in organic chemistry. Even though this concept has already been theoretically extrapolated to three dimensions, it usually still remains restricted to planar molecules in organic chemistry textbooks. Stacking of antiaromatic π-systems has been proposed to induce three-dimensional aromaticity as a result of strong frontier orbital interactions. However, experimental ...
متن کاملCyclobutadiene and Its Metal Complexes
The practical and theoretical problems associated with the cyclobutadiene molecule have concerned organic chemists for over one hundred years and, as is well known, this compound has played a particularly interesting role in the development of organic chemistry. The importance of the system to organic chemists stems mainly from the fact that the molecule is a cyclic conjugated system for which,...
متن کاملIntramolecular cycloadditions of cyclobutadiene with olefins.
Intramolecular cycloadditions between cyclobutadiene and olefins can provide highly functionalized cyclobutene-containing products. The outcome of the reaction depends on the nature of the tether connecting the two reactive partners in the cycloaddition. Electronically unactivated olefins attached to cyclobutadiene through a three-atom, heteroatom-containing tether yield successfully the desire...
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ژورنال
عنوان ژورنال: Angewandte Chemie International Edition
سال: 2006
ISSN: 1433-7851,1521-3773
DOI: 10.1002/anie.200602279