Jove
Visualize
Contact Us

Related Experiment Videos

(R)-(+)-2,2'-Bis(diphenylphosphinoyl)-1,1'-binaphthyl.

K A Bunten1, D H Farrar, A J Lough

  • 1Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5S 3H6.

Acta Crystallographica. Section C, Crystal Structure Communications
|July 21, 2004
PubMed
Summary

BINAP oxide was synthesized by oxidizing BINAP using tert-butyl hydroperoxide. This study details the synthesis and structural characterization of this important organophosphorus compound.

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

"Push-push and push-pull" polystannanes.

Dalton transactions (Cambridge, England : 2003)·2018
Same author

Molecular lemmings: strategies to avoid when designing BODIPY ferrocene dyads for dye-sensitized solar cell applications.

Dalton transactions (Cambridge, England : 2003)·2018
Same author

A stable open-shell redox active ditopic ligand.

Dalton transactions (Cambridge, England : 2003)·2016
Same author

Structure and magnetic properties of an unusual homoleptic iron(III) thiocyanate dimer.

Dalton transactions (Cambridge, England : 2003)·2015
Same author

C-H activation with elemental sulfur: synthesis of cyclic thioureas from formaldehyde aminals and S8.

Chemistry (Weinheim an der Bergstrasse, Germany)·2001
Same author

Hydrogen-bonded adducts of ferrocene-1,1'-diylbis(diphenylmethanol): monomeric and dimeric 1:1 adducts with 1,2-bis(4-pyridyl)ethane and 1,2-diaminoethane.

Acta crystallographica. Section C, Crystal structure communications·2001
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

Area of Science:

  • Organometallic Chemistry
  • Crystallography

Background:

  • 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) is a crucial chiral ligand in asymmetric catalysis.
  • Oxidation of phosphine ligands can alter their coordination properties and catalytic activity.

Purpose of the Study:

  • To synthesize BINAP oxide through direct oxidation of BINAP.
  • To characterize the resulting BINAP oxide using crystallographic methods.

Main Methods:

  • Direct oxidation of (R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) using tert-butyl hydroperoxide in toluene.
  • Single-crystal X-ray diffraction analysis of the synthesized BINAP oxide.

Main Results:

  • Successful synthesis of BINAP oxide, C(44)H(32)O(2)P(2).

Related Experiment Videos

  • Determination of the crystal structure, revealing an interplanar angle of 94.17 (3) degrees between the naphthyl planes.

    • Conclusions:

    • The direct oxidation method provides a straightforward route to BINAP oxide.
    • The determined crystal structure offers insights into the conformational properties of BINAP oxide.