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Degenerate [2]rotaxanes with electrostatic barriers

หน่วยงาน Nanyang Technological University, Singapore

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ชื่อเรื่อง : Degenerate [2]rotaxanes with electrostatic barriers
นักวิจัย : Li, Hao , Zhao, Yanli , Fahrenbach, Albert C. , Kim, Soo Young , Paxton, Walter F. , Stoddart, J. Fraser
คำค้น : DRNTU::Science::Chemistry::Organic chemistry::Heterocyclic compounds.
หน่วยงาน : Nanyang Technological University, Singapore
ผู้ร่วมงาน : -
ปีพิมพ์ : 2554
อ้างอิง : Li, H., Zhao, Y. L., Fahrenbach, A. C., Kim, S. Y., Paxton, W. F., & Stoddart, J. F. (2011). Degenerate [2]rotaxanes with electrostatic barriers. Organic and Biomolecular Chemistry, 9, 2240-2250. , 1477-0520 , http://hdl.handle.net/10220/7009 , http://dx.doi.org/10.1039/c0ob00937g , 159767
ที่มา : -
ความเชี่ยวชาญ : -
ความสัมพันธ์ : Organic and biomolecular chemistry
ขอบเขตของเนื้อหา : -
บทคัดย่อ/คำอธิบาย :

A synthetic approach to the preparation of [2]rotaxanes (1–5·6PF6) incorporating bispyridinium derivatives and two 1,5-dioxynaphthalene (DNP) units situated in the rod portions of their dumbbell components that are encircled by a single cyclobis(paraquat-p-phenylene) tetracationic (CBPQT4+) ring has been developed. Since the π-electron-deficient bispyridinium units are introduced into the dumbbell components of the [2]rotaxanes 1–5·6PF6, there are Coulombic charge–charge repulsions between these dicationic units and the CBPQT4+ ring in the [2]rotaxanes. Thus, the CBPQT4+ rings in the degenerate [2]rotaxanes exhibit slow shuttling between two DNP recognition sites on the 1H NMR time-scale on account of the electrostatic barrier posed by the bispyridinium units, as demonstrated by variable-temperature 1H NMR spectroscopy. Electrochemical experiments carried out on the [2]rotaxanes 1·6PF6 and 2·6PF6 indicate that the one-electron reduced bipyridinium radical cation in the dumbbell components of the [2]rotaxanes serves as an additional recognition site for the two-electron reduced CBPQT2(˙+) diradical cationic ring. Under appropriate conditions, the ring components in the degenerate rotaxanes 1·6PF6 and 2·6PF6 can shuttle along the recognition sites – two DNP units and one-electron reduced bipyridinium radical cation – under redox control.

บรรณานุกรม :
Li, Hao , Zhao, Yanli , Fahrenbach, Albert C. , Kim, Soo Young , Paxton, Walter F. , Stoddart, J. Fraser . (2554). Degenerate [2]rotaxanes with electrostatic barriers.
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Li, Hao , Zhao, Yanli , Fahrenbach, Albert C. , Kim, Soo Young , Paxton, Walter F. , Stoddart, J. Fraser . 2554. "Degenerate [2]rotaxanes with electrostatic barriers".
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Li, Hao , Zhao, Yanli , Fahrenbach, Albert C. , Kim, Soo Young , Paxton, Walter F. , Stoddart, J. Fraser . "Degenerate [2]rotaxanes with electrostatic barriers."
    กรุงเทพมหานคร : Nanyang Technological University, Singapore, 2554. Print.
Li, Hao , Zhao, Yanli , Fahrenbach, Albert C. , Kim, Soo Young , Paxton, Walter F. , Stoddart, J. Fraser . Degenerate [2]rotaxanes with electrostatic barriers. กรุงเทพมหานคร : Nanyang Technological University, Singapore; 2554.