Literature DB >> 15040731

Helical chirality in donor-acceptor catenanes.

Scott A Vignon1, Jason Wong, Hsian-Rong Tseng, J Fraser Stoddart.   

Abstract

A [2]catenane in which the macrocyclic polyether, bisparaphenylene[34]crown-10, is interlocked with the tetracationic cyclophane, cyclobis(paraquat-p-phenylene), is shown by dynamic (1)H NMR spectroscopy, using (i). neutral and (ii). anionic chiral shift reagents (CSRs), to exist at low temperatures (197 K) in acetone-d(6) solutions as 1:1 and 2:1 mixtures of diastereoisomeric complexes and salts, respectively, as a consequence of the helical chirality associated with the [2]catenane interacting with the CSRs.

Entities:  

Year:  2004        PMID: 15040731     DOI: 10.1021/ol0364881

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

Review 1.  Chirality in rotaxanes and catenanes.

Authors:  E M G Jamieson; F Modicom; S M Goldup
Journal:  Chem Soc Rev       Date:  2018-07-17       Impact factor: 54.564

Review 2.  Electrochromic materials using mechanically interlocked molecules.

Authors:  Taichi Ikeda; James Fraser Stoddart
Journal:  Sci Technol Adv Mater       Date:  2008-03-13       Impact factor: 8.090

3.  A unique non-catenane interlocked self-assembled supramolecular architecture and its photophysical properties.

Authors:  Vaishali Vajpayee; Young Ho Song; Timothy R Cook; Hyunuk Kim; Youngil Lee; Peter J Stang; Ki-Whan Chi
Journal:  J Am Chem Soc       Date:  2011-11-15       Impact factor: 15.419

4.  A Co-conformationally "Topologically" Chiral Catenane.

Authors:  Arnau Rodríguez-Rubio; Andrea Savoini; Florian Modicom; Patrick Butler; Stephen M Goldup
Journal:  J Am Chem Soc       Date:  2022-06-28       Impact factor: 16.383

Review 5.  Distinctive features and challenges in catenane chemistry.

Authors:  Ho Yu Au-Yeung; Yulin Deng
Journal:  Chem Sci       Date:  2022-02-07       Impact factor: 9.825

6.  R-VAPOL-phosphoric acid based 1H and 13C-NMR for sensing of chiral amines and acids.

Authors:  Durga Prasad; Santosh Mogurampelly; Sachin R Chaudhari
Journal:  RSC Adv       Date:  2020-01-13       Impact factor: 4.036

7.  Diastereoselective Amplification of a Mechanically Chiral [2]Catenane.

Authors:  Kenji Caprice; Dávid Pál; Céline Besnard; Bartomeu Galmés; Antonio Frontera; Fabien B L Cougnon
Journal:  J Am Chem Soc       Date:  2021-07-29       Impact factor: 15.419

  7 in total

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