Paul B. Sandrock, C. Meyers, N. Rath
Apr 1, 2004
Citations
0
Influential Citations
3
Citations
Journal
Acta Crystallographica Section E: Crystallographic Communications
Abstract
Isopropyl 2,4,6-triisopropylphenyl sulfone, C18H30O2S, (I), has been synthesized for the first time. In spite of the bulky isopropyl substituents on both ortho positions, crystalline (I) does not exhibit rotational disorder of the isopropyl group bonded to the sulfonyl. In contrast, the corresponding bromo- and chloroisopropyl groups of crystalline aryl sulfones possessing much smaller di-ortho-methyl substituents display striking rotational disorder. While the aryl rings of the latter compounds are essentially planar, considerable atom deviation from the aromatic least-squares plane of (I) was observed. None of the intra- or intermolecular distances between the methyl C atoms of the sulfonylisopropyl group and those of the two ortho-isopropyl groups of (I) is shorter than the sum of their van der Waals radii, making it unlikely that they would interfere with the rotation of the α-isopropyl group prior to crystallization.