Molecular Structure of 3,4-Dimethylenehexa-1,5-diene ([4]Dendralene), C8H10, in the Gas Phase As Determined by Electron Diffraction and ab Initio Calculations
- 1 May 1997
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 62 (9) , 2767-2773
- https://doi.org/10.1021/jo962091h
Abstract
The molecular structure of 3,4-dimethylenehexa-1,5-diene ([4]dendralene), C8H10, has been determined in the gas phase. A single conformer with C2 symmetry, having two almost planar, anti butadiene groups orientated with a dihedral angle C(2)C(3)C(4)C(5) of 71.7(19)°, is detected by electron diffraction employing flexible restraints derived from ab initio computations. Other experimental structural parameters (rα/pm, ∠α/°) are: C(1)C(2) 133.4(1), C(3)C(7) (not in main chain) 134.0(1), C(2)−C(3) 147.4(2), C(3)−C(4) 149.6(3), C(1)C(2)C(3) 124.4(3), C(2)C(3)C(4) 119.2(5), C(4)C(3)C(7) 117.6(7), and C(7)C(3)C(2)C(1) −174.8(28). Ab initio computations at the MP2/6-311G* level predict that the vapor consists of ca. 90% of the conformer found experimentally, the other 10% comprising four other conformers.Keywords
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