title: Handedness inversion in preparing chiral 4, 4(')-biphenylene-silica nanostructures.
abstract: An anionic gelator, D-C12ValC10COONa, derived from D-valine can cause physical gels in water and organic solvents. Helical 4,4(')-biphenylene-silica nanotubes and nanoribbons were prepared using it with 3-aminopropyltrimethoxysilane as a co-structure-directing agent and 4,4(')-bis(triethoxysilyl)-1,1(')-biphenyl (BTESB) as precursor. It was found that the handedness of the hybrid silica nanotubes/nanoribbons is sensitive to the pH value and the concentration of the reaction mixtures. However, handedness inversion was not found by changing the reaction temperature. Circular dichroism spectra of the 4,4(')-biphenylene-silica nanotubes indicated that the chirality of the organic self-assemblies were successfully transferred to the twist of the biphenylene rings through the co-structure-directing agent. The handedness of the 4,4(')-biphenylene rings was also tunable by changing the pH value and the concentration of the reaction mixtures. The FESEM images and CD spectra taken after different reaction times indicated that the handedness inversion occurred after adding BTESB.
authors.affiliation: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, People's Republic of China.
authors.forename: Yi
authors.initials: Y
authors.lastname: Li
authors.forename: Hairui
authors.initials: H
authors.lastname: Wang
authors.forename: Liwen
authors.initials: L
authors.lastname: Wang
authors.forename: Feng
authors.initials: F
authors.lastname: Zhou
authors.forename: Yuanli
authors.initials: Y
authors.lastname: Chen
authors.forename: Baozong
authors.initials: B
authors.lastname: Li
authors.forename: Yonggang
authors.initials: Y
authors.lastname: Yang
mesh_terms: D001713:Biphenyl Compounds / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D049329:Nanostructures / Q000737:chemistry* / Q000648:ultrastructure; D036103:Nanotechnology / Q000379:methods*; D011437:Propylamines / Q000737:chemistry; D012821:Silanes / Q000737:chemistry; D012822:Silicon Dioxide / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001713:Biphenyl Compounds; D011437:Propylamines; D012821:Silanes; C088294:3-aminopropyltrimethoxysilane; D012822:Silicon Dioxide