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(S)-(-)-TolBINAP

Catalog Number
ACM100165886
Product Name
(S)-(-)-TolBINAP
Structure
(S)-(-)-TolBINAP
CAS
100165-88-6
  • Product Overview
  • Documentation
  • Usage
IUPAC Name
[1-[2-bis(4-methylphenyl)phosphanylnaphthalen-1-yl]naphthalen-2-yl]-bis(4-methylphenyl)phosphane;
Molecular Weight
678.796g/mol
Molecular Formula
C48H40P2;
Canonical SMILES
CC1=CC=C(C=C1)P(C2=CC=C(C=C2)C)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=C(C=C7)C)C8=CC=C(C=C8)C;
InChI
InChI=1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3;
InChI Key
IOPQYDKQISFMJI-UHFFFAOYSA-N;
Complexity
897
Covalently-Bonded Unit Count
1
Exact Mass
678.261g/mol
Heavy Atom Count
50
Monoisotopic Mass
678.261g/mol
Rotatable Bond Count
7
Topological Polar Surface Area
0A^2
Application
Useful ligand for palladium-catalyzed carbon-oxygen bond formation.

Ligand for palladium-catalyzed α-arylation of ketones.

Ligand for Cu-catalyzed asymmetric conjugate reduction.

Ligand for Cu-catalyzed asymmetric dienolate addition to aldehydes.

Enantioselective conjugate reduction of lactones and lactams.

Ligand used in the enantioselective cycloaddition of allenylsilanes with α-Imino esters.

Catalytic Aldol reaction to ketones.

Ligand with rhodium catalyses [2+2+2] cycloaddition reaction of alkenes and alkynes.

Ligand used in the iridium-catalyzed enantioselective C-H bond activation of 2-(alkylamino)-pyridine with alkenes.

Iridium-catalyzed regio-, diastereo-, and enantioselective tert-(hydroxyl)-prenylation of alcohols.

Rhodium-catalyzed cross cyclotrimerization.
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