Abstract
WE have shown that bromo-ethyl benzyl bromide condenses with phenyl-dichloro-arsine in the presence of sodium to give 2-phenyl -1: 2: 3: 4-tetrahydro-iso-arsinoline1, which readily combines with p-chlorophenacyl bromide to give 2-phenyl-2-p-chlorophenacyl-1: 2: 3: 4- tetrahydro - iso - arsinolinium bromide (I). This salt contains an asymmetric arsenic atom, and we were able to resolve it into optically active forms, the corresponding dextro and laevo isoarsinolinium picrates having [M]D + 457° and -450° respectively in chloroform solution.
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References
NATURE, 151, 474 (1943).
J. Chem. Soc., 81, 1552 (1902).
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MANN, F., HOLLIMAN, F. An Optically Active Selenonium Salt. Nature 152, 749–750 (1943). https://doi.org/10.1038/152749a0
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DOI: https://doi.org/10.1038/152749a0