113138-07-1Relevant academic research and scientific papers
Synthesis of Substituted Dibenzophospholes. Part 8. Synthesis and Resolution of Atropisomers of a 4,6-Diaryldibenzophosphole
Cornforth, Sir John,Huguein, Lynn M.,Wilson, John R. H.
, p. 871 - 876 (2007/10/02)
Regiospecific replacement of the 4''- and 6'-nitro groups in a 2,2'',4'',6'-teranitro-m-quaterphenyl by alkoxy groups has been effected in two ways: (i) the dialkali salts of α-oximinoalkanoic acids replaced one nitro group by a hydroxy group; after O-alkylation the other alkoxydenitration was effected by sodium benzaldehyde oxime followed by O-alkylation; (ii) both nitro groups were replaced by treatment with sodium 2,2-dimethoxy-1,2-diphenylethanone oximate followed by acidic hydrolysis, alkaline cleavage, and O-alkylation.From the product, synthetic procedures already developed gave 3,7-di-isopropoxy-5-methoxy-4,6-bis-(4-methoxy-2-methyl)dibenzophosphole 5-oxide, separated by chromatography into one racemic and two meso forms.The thermal interconversion of the three forms was demonstrated and measured.The racemic form was resolved by high-performance liquid chromatography (h.p.l.c.) on a chiral column.
