Abstract
The tricyclic core in the title compound, C26H34O4Si2, shows disorder of the furan ring and deviates slightly from planarity, with the largest displacement from the least-squares plane [0.166 (2) Å] for the major disordered part of the methine C atom. To this C atom the likewise disordered vinyl group is attached, lying nearly perpendicular to the tricyclic core. In the crystal, mutual C-H⋯π inter-actions between the methine group of the furan ring and the central ring of the tricyclic core of an adjacent mol-ecule lead to inversion-related dimers.
Highlights
The tricyclic core in the title compound, C26H34O4Si2, shows disorder of the furan ring and deviates slightly from planarity, with the largest displacement from the least-squares plane [0.166 (2) A ] for the major disordered part of the methine C atom
Notoincisol B is a naturally occurring polyenyne-hybrid compound, which was found to act as a promising partial agonist at the nuclear receptor PPAR (Liu et al, 2014)
Within the proposed synthetic route, the lactone analogue of the characteristic tricyclic notoincisol B core structure was obtained via an intramolecular dehydro-inverse-electron-demand Diels– Alder-type cyclization reaction between a styrene and an alkyne moiety
Summary
Notoincisol B is a naturally occurring polyenyne-hybrid compound, which was found to act as a promising partial agonist at the nuclear receptor PPAR (Liu et al, 2014). The highest deviation is 0.166 (2) Afor C12 (considering the major disordered part), which is the atom to which the vinyl group (—C13 C14) is attached The latter is nearly perpendicular to the tricyclic core, with a dihedral angle of 85.2 (2) between the two moieties. The bulky tert-(butyldimethylsilyl)oxy (TBDMSO) and trimethylsilyl (TMS) groups prevent – stacking, and the only remarkable intermolecular interaction between two adjacent molecules are mutual weak C—HÁ Á Á contacts This involves the methine group (C12—H12) of the furan ring and the centroid of the central ring (C2,–C11; Cg1) of the tricyclic core [C12—H12Á Á ÁCg1(1 À x, 1 À y, 1 À z); H12Á Á ÁCg1 = 2.63 A , C12Á Á ÁCg1 = 3.622 (3) A , C12— H12Á Á ÁCg1 = 171]. C26H34O4Si2 466.71 Monoclinic, P21/c 100 10.2628 (6), 20.5653 (13), 13.3923 (8) 111.6378 (15) 2627.4 (3) 4 Mo K 0.16 0.20 Â 0.20 Â 0.05
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