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Synthesis, Stereochemistry, and Crystal and Molecular Structure of 4-Bromo-1,2,2,3-tetramethyl-1-phenylphosphetanium Bromide
Mazhar-ul-Haque,Horne, William,Cremer, Sheldon E.,Kremer, Paul W.,Kafarski, Pawel K.
, p. 1138 - 1142 (2007/10/02)
The synthesis of 4-bromo-2,2,3-trimethyl-1-phenylphosphetan 1-oxide was achieved by reaction of 1-bromo-3,3-dimethylbut-1-ene with phenylphosphonous dichloride in the presence of anhydrous aluminium chloride, followed by the addition of water.The oxide was converted into the title compound by reduction (Cl3SiH) and then quaternization with methyl bromide.The title compound crystallizes in the monoclinic space group P21/n, with four molecules in the unit cell of dimensions a = 7.653(1), b = 12.662(3), c = 15.487(3) Angstroem and β = 97.58(2) deg.The structure was solved by the heavy-atom method and refined to a final R value of 0.065.The four-membered ring is puckered with a dihedral angle of 34.0 deg.The methyl substituent at C(3) and the phenyl group have a cis-relation, whereas the bromo-substituent and phenyl ring are trans.All three of these groups occupy eqatorial positions with respect to the ring.
