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Wang W, Chen LJ, Wang XQ, et al. Organometallic rotaxane dendrimers with fourth-generation mechanically interlocked branches. Proc Natl Acad Sci U S A. 2015;112(18):5597-601doi: 10.1073/pnas.1500489112.
Wang, W., Chen, L. J., Wang, X. Q., Sun, B., Li, X., Zhang, Y., Shi, J., Yu, Y., Zhang, L., Liu, M., & Yang, H. B. (2015). Organometallic rotaxane dendrimers with fourth-generation mechanically interlocked branches. Proceedings of the National Academy of Sciences of the United States of America, 112(18), 5597-601. https://doi.org/10.1073/pnas.1500489112
Wang, Wei, et al. "Organometallic rotaxane dendrimers with fourth-generation mechanically interlocked branches." Proceedings of the National Academy of Sciences of the United States of America vol. 112,18 (2015): 5597-601. doi: https://doi.org/10.1073/pnas.1500489112
Wang W, Chen LJ, Wang XQ, Sun B, Li X, Zhang Y, Shi J, Yu Y, Zhang L, Liu M, Yang HB. Organometallic rotaxane dendrimers with fourth-generation mechanically interlocked branches. Proc Natl Acad Sci U S A. 2015 May 05;112(18):5597-601. doi: 10.1073/pnas.1500489112. Epub 2015 Apr 20. PMID: 25902491; PMCID: PMC4426417.
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Proc Natl Acad Sci U S A. 2015 May 05;112(18):5597-601. doi: 10.1073/pnas.1500489112. Epub 2015 Apr 20.

Organometallic rotaxane dendrimers with fourth-generation mechanically interlocked branches.

Proceedings of the National Academy of Sciences of the United States of America

Wei Wang, Li-Jun Chen, Xu-Qing Wang, Bin Sun, Xiaopeng Li, Yanyan Zhang, Jiameng Shi, Yihua Yu, Li Zhang, Minghua Liu, Hai-Bo Yang

Affiliations

  1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, People's Republic of China;
  2. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, People's Republic of China; Department of Chemistry and Biochemistry, Texas State University, San Marcos, TX 78666;
  3. Department of Chemistry and Biochemistry, Texas State University, San Marcos, TX 78666;
  4. Shanghai Key Laboratory of Magnetic Resonance, Department of Physics, East China Normal University, Shanghai 200062, People's Republic of China; and.
  5. Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, The Chinese Academy of Sciences, Beijing 100080, People's Republic of China.
  6. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, People's Republic of China; [email protected].

PMID: 25902491 PMCID: PMC4426417 DOI: 10.1073/pnas.1500489112

Abstract

Mechanically interlocked molecules, such as catenanes, rotaxanes, and knots, have applications in information storage, switching devices, and chemical catalysis. Rotaxanes are dumbbell-shaped molecules that are threaded through a large ring, and the relative motion of the two components along each other can respond to external stimuli. Multiple rotaxane units can amplify responsiveness, and repetitively branched molecules--dendrimers--can serve as vehicles for assembly of many rotaxanes on single, monodisperse compounds. Here, we report the synthesis of higher-generation rotaxane dendrimers by a divergent approach. Linkages were introduced as spacer elements to reduce crowding and to facilitate rotaxane motion, even at the congested periphery of the compounds up to the fourth generation. The structures were characterized by 1D multinuclear ((1)H, (13)C, and (31)P) and 2D NMR spectroscopy, MALDI-TOF-MS, gel permeation chromatography (GPC), and microscopy-based methods including atomic force microscopy (AFM) and transmission electron microscopy (TEM). AFM and TEM studies of rotaxane dendrimers vs. model dendrimers show that the rotaxane units enhance the rigidity and reduce the tendency of these assemblies to collapse by self-folding. Surface functionalization of the dendrimers with ferrocenes as termini produced electrochemically active assemblies. The preparation of dendrimers with a well-defined topological structure, enhanced rigidity, and diverse functional groups opens previously unidentified avenues for the application of these materials in molecular electronics and materials science.

Keywords: controllable divergent approach; dynamic supramolecular systems; platinum acetylide; rotaxane dendrimer; surface modification

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