Chirality amplification through unique crystallization - supersaturated solution, melt and crystal co grinding

2014 Fiscal Year Final Research Report

• Project/Area Number: 24350064
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Partial Multi-year Fund
• Section: 一般
• Research Field: Functional materials chemistry
• Research Institution: Tokyo University of Science
• Principal Investigator: KURODA REIKO 東京理科大学, 総合研究機構, 教授 (90186552)
• Project Period (FY): 2012-04-01 – 2015-03-31
• Keywords: キラリティー / 結晶工学 / 結晶成長 / 超分子結晶 / 結晶多形

Outline of Final Research Achievements

100% chirality amplification was achieved by crystallization of super-cooled melt of 2-(4-chlorophenylthio)-3-methyl-2-cyclohexen-1-one) (p-Cl) which always produces achiral crystals from conventional crystallization, using one chiral crystal of its methyl analogue as a seed. Chiral crystals thus induced however go back to the achiral form by facile thermal or mechanical stimuli. The reason underneath was studied with DSC and DFT calculation. Photocyclization reaction of the chiral crystals of p-Cl exhibited enantio-selectivity at its early stage.

Free Research Field

キラリティーの化学