对映体纯的双螺旋烯基三联吡啶与Zn(2+)结合后的构象变化和手性光开关效应
Conformational changes and chiroptical switching of enantiopure bis-helicenic terpyridine upon Zn(2+) binding.
作者信息
Isla Helena, Srebro-Hooper Monika, Jean Marion, Vanthuyne Nicolas, Roisnel Thierry, Lunkley Jamie L, Muller Gilles, Williams J A Gareth, Autschbach Jochen, Crassous Jeanne
机构信息
Institut des Sciences Chimiques de Rennes, UMR 6226, Campus de Beaulieu, CNRS-Université de Rennes 1, 35042 Rennes Cedex, France.
出版信息
Chem Commun (Camb). 2016 May 1;52(35):5932-5. doi: 10.1039/c6cc01748g. Epub 2016 Apr 7.
Abstract
The molecular conformation of a bis-helicenic terpyridine system is strongly modified upon binding to Zn(ii) ion, a process that is accompanied by large changes in the optical and chiroptical properties. This system affords a new type of helicene-based chiroptical switching.
摘要
双螺旋烯基三联吡啶体系与锌（II）离子结合后，其分子构象会发生显著改变，这一过程伴随着光学和手性光学性质的巨大变化。该体系提供了一种新型的基于螺旋烯的手性光学开关。
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1
Allosteric Regulation of Unidirectional Spring-like Motion of Double-Stranded Helicates.
J Am Chem Soc. 2016 Apr 13;138(14):4852-9. doi: 10.1021/jacs.6b00787. Epub 2016 Mar 2.
2
Synthetic Control of the Excited-State Dynamics and Circularly Polarized Luminescence of Fluorescent "Push-Pull" Tetrathia[9]helicenes.
Chemistry. 2016 Mar 14;22(12):4263-73. doi: 10.1002/chem.201504048. Epub 2016 Feb 11.
3
Ruthenium-Grafted Vinylhelicenes: Chiroptical Properties and Redox Switching.
Chemistry. 2015 Nov 16;21(47):17100-15. doi: 10.1002/chem.201502237. Epub 2015 Oct 6.
4
Circularly Polarized Luminescence in Chiral Molecules and Supramolecular Assemblies.
J Phys Chem Lett. 2015 Sep 3;6(17):3445-52. doi: 10.1021/acs.jpclett.5b01452. Epub 2015 Aug 18.
5
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Chem Commun (Camb). 2015 Aug 21;51(65):12916-9. doi: 10.1039/c5cc04980f.
6
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Chemistry. 2015 Sep 21;21(39):13488-500. doi: 10.1002/chem.201501178. Epub 2015 Jul 1.
7
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