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Corannulenecarbaldehyde: High‐Yielding Synthesis by Rieche Formylation and Facile Access to a Variety of Corannulene Derivatives
Author(s) -
Rajeshkumar Venkatachalam,
Lee Yuan Theng,
Stuparu Mihaiela C.
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501226
Subject(s) - corannulene , chemistry , yield (engineering) , combinatorial chemistry , formylation , structural motif , nanotechnology , organic chemistry , fullerene , catalysis , biochemistry , materials science , metallurgy
Rieche formylation of corannulene is shown to afford corannulenecarbaldehyde on a multi‐gram scale, in a single step, with an isolated yield of 95 %, and without the need of chromatographic purification. This compound allowed facile access to a wide range of corannulene structures. The developed synthetic routes are expected to facilitate the utility of the corannulene motif – known for its unique structural and electronic properties – in the arena of macromolecular and materials chemistry.