ABSTRACT
In the title compound, C(32)H(28), the central cyclo-octa-tetra-ene ring has a boat conformation, and the mol-ecule is saddle shaped. The seat is defined by the mean plane of the four-atom attachment points (r.m.s. deviation = 0.014â Å) of the two bicyclo-heptenyl substituents. These substituents comprise the pommel and cantle, with each mean plane defined by four atoms proximate to the seat (r.m.s. deviations = 0.002 and 0.004â Å). Relative to the seat, the pommel and cantle bend up 31.16â (4) and 29.40â (5)°, while the benzo units (flaps, r.m.s. deviations = 0.006 and 0.009â Å) bend down 36.75â (4) and 38.46â (4)°. The mean planes of the dimethyl-ethyl-idene units are almost perpendicular to the saddle seat, making dihedral angles 86.89â (4) and 88.01â (4)°.
ABSTRACT
The Suzuki-Miyaura cross-coupling of sterically hindered and electron-rich ortho,ortho'-substituted aryl halides with potassium vinyltrifluoroborate utilizing microwave irradiation has been conducted while adjusting solvent ratio, irradiation time, and catalyst loading to find optimal conditions. Coupling of benzyl 3,5-bis(benzyloxy)-4-bromobenzoate leads to a mixture of the desired styrene derivative, and the reduced product. 4-Bromo-1,3,5-trimethoxybenzene, methyl 4-bromo-3,5-dimethoxybenzoate, and mesitylene bromide were also coupled to test the breadth and scope of this methodology. Of these substrates tested only 4-bromo-1,3,5-trimethoxybenzene was not vinylated successfully, which is believed to be due to the electron rich nature of this system.