Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 56, Pages 15003-15012Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201802513
Keywords
anthracene; crystal engineering; cycloaddition; cyclophane; single-crystal-to-single-crystal polymerization
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In this work we present one of the rare cases of single-crystal-to-single-crystal (SCSC) linear polymerizations, resulting in a novel ladder-type polymer. The polymerization is based on the photoinduced [4+4]-cycloaddition reactions between trifunctional anthracene-based monomers. The careful design of the monomer anthraphane-tri(OMe), results in perfectly stacked anthracene pairs in the crystal structure, with Schmidt's distances d = 3.505-3.666 angstrom and shift s = 1.109 angstrom, allowing a selective linear polymerization in quantitative yields and in a matter of minutes, without compromising the integrity of the single crystals. The obtained polyanthraphane-tri(OMe), reveals moreover a very interesting and unprecedented case of stereoisomerism, which is characteristic for polyanthraphanes.
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