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By F. Diederich, P. J. Stang, R. R. Tykwinski

ISBN-10: 3527305181

ISBN-13: 9783527305186

ISBN-10: 3527306714

ISBN-13: 9783527306718

ISBN-10: 3527307133

ISBN-13: 9783527307135

ISBN-10: 3527307141

ISBN-13: 9783527307142

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7). The optimized geometry was recently reproduced at the B3LYP/6-31+G* level [121]: the ring strain was estimated to be quite weak (9 kcal mol–1) and the coordinating ability toward Li+ and Na+ was studied. 7, the angular strain is taken over by the sp carbon atoms and so might be further relieved by insertion of additional triple bonds. 10) was shown to experience reduced OITS and enhanced OITB, as simply predicted from the p donating properties and the Walsh orbitals of the cyclopropane rings [122].

Despite a planar equilibrium structure, the bond lengths and angles are very close to those calculated in 1,4-pentadiynes, ruling out any structural homoaromaticity. Energetic criterion. The energetic homoaromaticity of a cyclic molecule is measured by its stability with respect to acyclic reference molecules. 2 kcal mol–1) [125]. 8 kcal mol–1 [126]. [5]Pericyclyne is therefore not energetically homoaromatic. The stability of [5]pericyclynes with respect to cyclic isomers has also been considered.

9 ppm at the B3LYP [148] and HF [139] levels, respectively). 1) [138a]. 12) is the elementary unit of graphyne and related carbon allotropes, which were first proposed and studied at the theoretical level [152] before becoming the target of active experimental investigations [145]. Several derivatives were thus investigated. Unlike the redox properties, the chromophoric properties of such molecules were shown to be poorly influenced by fluorine substituents at the phenylene rings: while both the experimentally determined reduction potential and the LUMO energy at the B3LYP level are significantly lowered, the experimentally determined lmax value and the HOMO-LUMO gap remain unchanged (approximately 3 eV) [153].

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acetylene chermistry by F. Diederich, P. J. Stang, R. R. Tykwinski

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