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Spontaneous Generation of Chirality in Simple Diaryl Ethers.

Anders Lennartson (Institutionen för kemi och kemiteknik, Polymerteknologi) ; Anna Hedström ; Mikael Håkansson
Chirality (1520-636X). Vol. 27 (2015), 7, p. 425-9.
[Artikel, refereegranskad vetenskaplig]

We studied the spontaneous formation of chiral crystals of four diaryl ethers, 3-phenoxybenzaldehyde, 1; 1,3-dimethyl-2-phenoxybenzene, 2; di(4-aminophenyl) ether, 3; and di(p-tolyl) ether, 4. Compounds 1, 3, and 4 form conformationally chiral molecules in the solid state, while the chirality of 2 arises from the formation of supramolecular helices. Compound 1 is a liquid at ambient temperature, but 2-4 are crystalline, and solid-state CD-spectroscopy showed that they could be obtained as optically active bulk samples. It should be noted that the optical activity arise upon crystallization, and no optically active precursors were used. Indeed, even commercial samples of 3 and 4 were found to be optically active, giving evidence for the ease at which total spontaneous resolution may occur in certain systems.

Nyckelord: CD-spectroscopy;

Denna post skapades 2015-12-16. Senast ändrad 2016-08-22.
CPL Pubid: 228452


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Institutionen för kemi och kemiteknik, Polymerteknologi
Institutionen för kemi och molekylärbiologi (GU)


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