Studies Related to the Synthesis and Properties of 1-Phenylphospholene 1-Oxides

Abstract

Isomerically pure 1-phenyl-2-phospholene 1-oxide and 1-phenyl-3-phospholene 1-oxide were prepared and characterized by ¹H (60, 90 and 270 MHz), ³¹P and ¹³C nmr, IR, Laser Raman and mass spectrometry, and X-ray diffraction. Whereas the 1,4-cycloaddition of butadiene and phenylphosphonous dibromide, after hydrolysis of the addition product, yielded the above pure 3-isomer, the analog reaction with phenylphosphonous dichloride gave a mixture of the 2-isomer and small amounts of 3-isomer from which pure 2-isomer was separated by column chromatography.