H. Laatsch et al., SYNTHESIS AND PROPERTIES OF PHOTOCHROMIC FUROFURANS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 36(6), 1997, pp. 476-484
The deep blue-violet bis-o-quinonemethide 3 cyclizes thermally in a [4
(s)+4(a)]cycloaddition reaction, yielding the colourless [3,2-b]furofu
rane la. The latter is re-opened by irradiation with UV light back to
the methide in its Z,Z- configuration 2a. By metallation of la, the hi
ghly photoreactive acetylene 8a is obtained which again forms a methid
e under irradiation, but now in its E,E-configuration 3. The propertie
s of this unique new photochromic system and related furofurans and al
kynes have been investigated.