An Hg2+-gated chiral molecular switch created by using binaphthalene molecules with two anthracene units and two 1,3-dithiole-2-thione (1,3-dithiole-2-one) units.
By integrating the features of anthracene, 1,3-dithiole-2-thione, and binaphthalene units, (S)-1 and its analogue (S)-2, which contains two 1,3-dithiole-2-one units instead of 1,3-dithiole-2-thione, were studied for creating a new molecular regulation system and building a gated chiral molecular switch. The results show that the photodimerization is controlled by the remote functional-group transformation of C=S into C=O, thus providing an elegant example of molecular regulation. The photodimerization of two anthracene units induces circular dichroism (CD) spectral variation. Overall, the CD spectrum can be remotely modulated by Hg2+ in (S)-1, which leads to an Hg2+-gated chiral molecular switch.
Wang
Cheng
C
Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, P.R. China.
Zhang
Deqing
D
Zhang
Guanxin
G
Xiang
Junfeng
J
Zhu
Daoben
D
D000873:Anthracenes / Q000737:chemistry*; D002942:Circular Dichroism; D008628:Mercury / Q000737:chemistry*; D009281:Naphthalenes / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D013871:Thiones / Q000737:chemistry*
D000873:Anthracenes; D009281:Naphthalenes; D013871:Thiones; C031721:naphthalene; D008628:Mercury