We report a new synthetic route to 5,11-disubstituted indeno[1,2-b]fluorene-6,12-diones that is amenable to larger scale reactions, allowing for the preparation of gram amounts of material. With this new methodology, we explored the effects on crystal packing morphology for the indeno[1,2-b]fluorene-6,12-diones by varying the substituents on the silylethynyl groups.

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Published in Beilstein Journal of Organic Chemistry, v. 10, p. 2122-2130.

© 2014 Rose et al; licensee Beilstein-Institut.

This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)

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We thank the National Science Foundation (CHE-1013032 & CHE-1301485) for support of this research. B.D.R. acknowledges the American Chemical Society Division of Organic Chemistry for an Emmanuil Troyanski Fellowship as well as the NSF for a GK-12 Fellowship (DGE-0742540). P.J.S.M. acknowledges the NSF for an REU Summer Fellowship (CHE-1062512).

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