Molecular shape sorting using molecular organic cages

Mitra, T; Jelfs, KE; Schmidtmann, M; Ahmed, A; Chong, SY; Adams, DJ; Cooper, AI

HERO ID

2901806

Reference Type

Journal Article

Year

2013

Language

English

PMID

23511415

HERO ID 2901806
In Press No
Year 2013
Title Molecular shape sorting using molecular organic cages
Authors Mitra, T; Jelfs, KE; Schmidtmann, M; Ahmed, A; Chong, SY; Adams, DJ; Cooper, AI
Journal Nature Chemistry
Volume 5
Issue 4
Page Numbers 276-281
Abstract The energy-efficient separation of chemical feedstocks is a major sustainability challenge. Porous extended frameworks such as zeolites or metal-organic frameworks are one potential solution to this problem. Here, we show that organic molecules, rather than frameworks, can separate other organic molecules by size and shape. A molecular organic cage is shown to separate a common aromatic feedstock (mesitylene) from its structural isomer (4-ethyltoluene) with an unprecedented perfect specificity for the latter. This specificity stems from the structure of the intrinsically porous cage molecule, which is itself synthesized from a derivative of mesitylene. In other words, crystalline organic molecules are used to separate other organic molecules. The specificity is defined by the cage structure alone, so this solid-state 'shape sorting' is, uniquely, mirrored for cage molecules in solution. The behaviour can be understood from a combination of atomistic simulations for individual cage molecules and solid-state molecular dynamics simulations.
Doi 10.1038/nchem.1550
Pmid 23511415
Wosid WOS:000317182900010
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English