title: Density functional study of stereo-chemistry and chiroptics of helical alkynyl cyclophanes with binaphthyls.
abstract: Stereo-chemistry and chiroptics of several alkynyl cyclophanes with multiple binaphthyls are investigated using density functional calculations. It is revealed that the lower-energy Cotton effects of tetragon-shape cyclophanes originate from electronic transitions on two long sides while the higher-energy Cotton effects have important origin in electronic transitions on two short sides. According to spectral characteristic and relative energy, we deduce that two low-energy conformers of S5 with two meta-position-substituted benzene rings are likely to coexist. For S6 as a macrocyclic molecule including eight binaphthyls, we infer that only one conformer as S6c is populated. This conformer is of a groove-shape structure with the αβαβ orientation of four meta-position-substituted benzene rings.
authors.affiliation: Institute of Pharmaceutical Science, School of Pharmaceutical Science and Chemistry, Dali University, Dali 671000, China. cymang@gmail.com
authors.forename: Chaoyong
authors.initials: C
authors.lastname: Mang
authors.forename: Caiping
authors.initials: C
authors.lastname: Liu
authors.forename: Kechen
authors.initials: K
authors.lastname: Wu
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002942:Circular Dichroism; D004988:Ethers, Cyclic / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009281:Naphthalenes / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D000480:Alkynes; D004988:Ethers, Cyclic; D047028:Macrocyclic Compounds; D009281:Naphthalenes; C412330:1,1'-binaphthyl