標題: Acid/Base and H2PO4- Controllable High-Contrast Optical Molecular Switches with a Novel BODIPY Functionalized [2]Rotaxane
作者: Arumugaperumal, Reguram
Srinivasadesikan, Venkatesan
Raju, Mandapati V. Ramakrishnam
Lin, Ming-Chang
Shukla, Tarun
Singh, Ravinder
Lin, Hong-Cheu
材料科學與工程學系
應用化學系
Department of Materials Science and Engineering
Department of Applied Chemistry
關鍵字: switchable [2]rotaxane;BODIPY;molecular motion;H2PO4- ion sensor;PM3 level;ESP;bioimaging
公開日期: 9-Dec-2015
摘要: A novel multifunctional mechanically interlocked switchable [2]rotaxane R4 containing two molecular stations and rotaxane arms terminated with boron-dipyrromethene (BODIPY) fluorophores and its derivatives were synthesized for the first time by CuAAC click reaction. The shuttling motion of macrocyde between the dibenzylammonium and triazolium recognition sites and the distance dependent photoinduced electron transfer process of R4 is demonstrated by utilizing external chemical stimuli (acid/base). Interestingly, the reversible self-assembly process of R4 was recognized by the acid-base molecular switch strategy. Notably, two symmetrical triazolium groups acted as molecular stations, H2PO4- receptors, and H-bonded donors. Both [2]rotaxane R4 and thread R2 demonstrated excellent optical responses and high selectivity toward H2PO4- ion. The specific motion and guest-host interactions of mechanically interlocked machines (MIMs) were also further explored by quantum mechanical calculations. The thread R2 also demonstrated to enable the detection of H2PO4- in RAW 264.7 cells successfully.
URI: http://dx.doi.org/10.1021/acsami.5b07574
http://hdl.handle.net/11536/129538
ISSN: 1944-8244
DOI: 10.1021/acsami.5b07574
期刊: ACS APPLIED MATERIALS & INTERFACES
Issue: 48
起始頁: 26491
結束頁: 26503
Appears in Collections:Articles