Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Videos

The first example for cycloenantiomeric hexahomooxacali.

K Tsubaki1, T Otsubo, T Kinoshita

  • 1Institute for Chemical Research, Kyoto University, Uji, Japan.

Chemical & Pharmaceutical Bulletin
|April 20, 2001
PubMed
Summary

Novel cycloenantiomeric hexahomooxacalix[3]arenes were synthesized and resolved into enantiomers. These chiral molecules show potential for discriminating enantiomers, demonstrated with phenylalanine ethyl ester hydrochloride.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Strain-triggered mechanical feedback in self-organizing optic-cup morphogenesis.

Science advances·2018
Same author

Investigation of antibody to severe fever with thrombocytopenia syndrome virus (SFTSV) in blood samples donated in a SFTS-endemic area in Japan.

Vox sanguinis·2018
Same author

Purification and Characterization of Ethyl 2-Methyl-3-oxobutanoate Reductase from Klebsiella pneumoniae IF03319.

Bioscience, biotechnology, and biochemistry·2016
Same author

Once-weekly teriparatide in hemodialysis patients with hypoparathyroidism and low bone mass: a prospective study.

Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA·2015
Same author

Metal-insulator transition in the quasi-one-dimensional transport of fractional quantum Hall states.

Journal of physics. Condensed matter : an Institute of Physics journal·2015
Same author

Cyst infection in autosomal dominant polycystic kidney disease: causative microorganisms and susceptibility to lipid-soluble antibiotics.

European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology·2015

Area of Science:

  • Supramolecular Chemistry
  • Organic Synthesis
  • Chiral Recognition

Background:

  • Macrocyclic compounds like calixarenes are extensively studied for host-guest chemistry.
  • Controlling the conformation and chirality of macrocycles is crucial for developing selective molecular recognition systems.
  • Homooxacalixarenes offer unique structural features compared to traditional calixarenes.

Purpose of the Study:

  • To synthesize novel cycloenantiomeric hexahomooxacalix[3]arenes with defined cone conformations.
  • To resolve these cycloenantiomeric compounds into their individual enantiomers.
  • To investigate the potential of these chiral macrocycles for enantioselective guest recognition.

Main Methods:

  • Conformational locking into a cone structure during synthesis.

Related Experiment Videos

  • Resolution of cycloenantiomeric hexahomooxacalix[3]arene into enantiomers.
  • Chiroptical characterization (e.g., circular dichroism).
  • Preliminary host-guest studies using 1H-NMR spectroscopy.

    • Main Results:

    • Successful synthesis of cycloenantiomeric hexahomooxacalix[3]arenes with varying upper rim substituents.
    • Isolation and characterization of individual enantiomers of a specific cycloenantiomeric hexahomooxacalix[3]arene (compound 6).
    • Preliminary 1H-NMR data suggesting enantioselective discrimination of phenylalanine ethyl ester hydrochloride enantiomers by the chiral macrocycle.

    Conclusions:

    • The study presents the first synthesis of conformationally fixed cycloenantiomeric hexahomooxacalix[3]arenes.
    • The resolved enantiomers are chiroptically characterized and exhibit potential for chiral recognition.
    • These findings open avenues for developing new chiral hosts for enantioselective guest binding.