Inherent chirality

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In chemistry, inherent chirality is a property of molecules and complexes whose lack of symmetry does not originate from a classic stereogenic element, but is rather the consequence of the presence of a curvature in a structure that would be devoid of symmetry axes in any bidimensional representation.[1][2]

The expression "inherently chiral" was first used by Boehmer to describe calixarenes with XXYZ or WXYZ substitution patterns at the upper rim, and has been later extended to fullerenes with a chiral molecular framework, like C76, C78, and C84, non symmetric uranyl-salophen complexes and the protonated Schiff base of 11-cis-retinal, the chromophore of rhodopsin.

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  1. ^ Dalla Cort A, Mandolini L, Pasquini C, Schiaffino L, (2004). ""Inherent chirality" and curvature". New Journal of Chemistry. 28 (10): 1198–1199. doi:10.1039/B404388J. 
  2. ^ Inherently chiral concave molecules—from synthesis to applications Agnieszka Szumna Chem. Soc. Rev., 2010, 39, 4274-4285 doi:10.1039/B919527K