84251-54-7Relevant academic research and scientific papers
Synthesis of Substituted Dibenzophospholes. Part 2. Syntheses of Intermediate Biphenyls and Quaterphenyls
Cornforth, John,Sierakowski, Andrew F.,Wallace Timothy W.
, p. 2299 - 2316 (2007/10/02)
A general procedure for synthesis of 4",6'-dialkoxy-2',2"-diamino-m-quaterphenyls has been established.Copper(I) t-butoxide is used to prepare 2,6-dinitrophenyls from 1,3-dinitrobenzene and aryl iodides.One of the nitro-groups is then exchanged for a methoxy-group by sodium methoxide in hexamethylohosphoramide; the resulting 2-methoxy-6-nitrobiphenyls are then iodinated in the 5-position.Ullmann coupling then gives the dinitroquaterphenyls which are reduced to the diamines.An alternative route from 2,2',4,4'-tetranitrobiphenyl was explored; arylation was easy but alkoxydenitration was indiscriminate.Some 71 new derivatives of biphenyl, terphenyl, and quterphenyl are reported.
Synthesis of Substituted Dibenzophospholes. Part 3. Synthesis of 4,6-Diaryldibenzophospholes from m-Quaterphenyls
Cornforth, John,Ridley, Damon D.,Sierakowski, Andrew F.,Uguen, Daniel,Wallace, Timothy W.
, p. 2317 - 2332 (2007/10/02)
Some observations on T.Cohen's method for coupling 2-iodonitrobenzenes to 2,2'-dinitrobiphenyls are reported.A general method for making 2',2"-di-iodo-m-quaterphenyls from the 2',2"-diamines, reported in Part 2, features decomposition of the bis-diazonium iodomercurates to dibenziodolium iodomercurates and pyrolysis of the latter.The procedure can be used to prepare other aryl iodides. 2',2"-Di-iodo-m-quaterphenyls, on succsessive treatment with butyl-lithium, phosphorus trichloride, water, and hydrogen peroxide, yield 4,6-diaryl-5-hydroxydibenzophosphole 5-oxides, three of which were prepared.Te structures of two derivatives of these, 2,8-dichloro-3,7-di(2-hydroxyethoxy)-5-methoxy-4,6-diphenyldibenzophosphole 5-oxide and 5-hydroxy-3,7-dimethoxy-4,6-di-(4-methoxy-3,5-di-t-butylphenyl)dibenzophosphole 5-oxide, have been determined by X-ray crystallography and are reported in the Appendix.
