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Merck
CN

790842

(R)-3,3′-Bis(4-trifluoromethylphenyl)-1,1′-binaphthyl-2,2′-disulfonimide

Synonym(s):

(11bR)-2,6-Bis[4-(trifluoromethyl)phenyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dithiazepine 3,3,5,5-tetraoxide

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About This Item

Empirical Formula (Hill Notation):
C34H19F6NO4S2
CAS Number:
Molecular Weight:
683.64
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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form

solid

optical activity

[α]22/D -47.0°, c = 0.5% in chloroform

reaction suitability

reaction type: Aldol Reaction, reaction type: Allylation, reaction type: Carbonyl/Imine Addition, reaction type: Friedel-Crafts Alkylation

mp

>300 °C

InChI

1S/C34H19F6NO4S2/c35-33(36,37)23-13-9-19(10-14-23)27-17-21-5-1-3-7-25(21)29-30-26-8-4-2-6-22(26)18-28(20-11-15-24(16-12-20)34(38,39)40)32(30)47(44,45)41-46(42,43)31(27)29/h1-18,41H

InChI key

FQLCMGCITBTGMR-UHFFFAOYSA-N

Application

Chiral Bronsted acid used in allylation of imines.

A Powerful Chiral Counteranion Motif for Asymmetric Catalysis


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Articles

Asymmetric counteranion-directed catalysis (ACDC) has a number of valuable applications in enantioselective synthesis.

Related Content

The List group focuses on the development of new concepts in catalysis. Since 1999, this research group has pioneered the development of organocatalysis as the third pillar of stereoselective catalysis, along side biocatalysis and transition metal catalysis.