Abstract
cis-1,4-Dihydro-1,4-dimethyl-1,4-diarsinine-2,3,5,6-tetracarboxylic acid dianhydride (cis-DHDADA) was quantitatively formed from cis-1,4-dihydro-1,4-dimethyl-2,3,5,6-tetrakis(t-butoxycarbonyl)-1,4-diarsinine (cis-DHDAtBu) treated with formic acid as a Brønsted acid or with a cationic gold(I) catalyst as a Lewis acid. X-ray crystallography suggested that the six-membered ring in cis-DHDADA is in a boat conformation and is nearly flat, with the As–C=C bond angle of cis-DHDADA extending to 133°. The ultraviolet–visible absorption spectra of cis-DHDADA in CH2Cl2 showed a long-wavelength absorption maximum at 321 nm, which was redshifted compared with that of cis-DHDAtBu. Polymerization of cis-DHDADA with 1,3-bis(4-aminophenoxy)benzene at 80 °C in N,N-dimethylacetoamide (DMAc) for 12 h yielded a soluble polyimide, with number-average and weight-average molecular weights estimated at 23 400 and 60 300, respectively. The polyimide was obtained even when the polymerization was conducted at 60 °C for 24 h.
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