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Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes†
William R. Collins, Wiktor Lewandowski, Ezequiel Schmois, Joseph Walish,
Timothy M. Swager
Angewandte Chemie, Article first published online:
8 AUG 2011

DOI: 10.1002/ange.201101371

The Swager group has reported electrocyclic reactions on the surface of an activated form of graphite. This conversion and subsequent transformations produces highly stable solutions of single sheets of graphene with carboxylate groups. These robust functional graphenes are highly conductive and are an attractive platform for the development of electronic, catalytic, and structural materials.

swager graphic

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Drs. Omar K. Ahmad and Stephen P. Lathrop of the Movassaghi group have developed an efficient and convergent strategy for the directed and stereocontrolled assembly of carbon–carbon linked heterodimeric hexahydropyrroloindoles. The stepwise union of complex amines in the form of mixed diazenes followed by photoexpulsion of dinitrogen in a solvent–cage provides completely guided assembly at challenging Csp3–Csp3 and Csp3–Csp2 connections.

movassaghi graphic

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movassaghi graphic Justin Kim of the Movassaghi group has reported the concise and enantioselective total syntheses of (+)-naseseazines A and B. The regioselective and directed dimerization of diketopiperazines provided their critical C3–Csp2 linkages, an assembly with plausible biogenetic relevance. The synthesis also allowed for the revision of the absolute stereochemistry of (+)-naseseazines A and B.

 

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