(R)-3,3'-Bis(triphenylsilyl)-[1,1'-binaphthalene]-2,2'-diol

Catalog Number	ACM111822696-3
CAS	111822-69-6
Structure
Synonyms	(R)-3,3'-Bis(triphenylsilyl)-1,1'-bi-2-naphthol
IUPAC Name	1-(2-hydroxy-3-triphenylsilylnaphthalen-1-yl)-3-triphenylsilylnaphthalen-2-ol
Molecular Weight	803.10
Molecular Formula	C56H42O2Si2
InChI	STBZSRVMGWTCOU-UHFFFAOYSA-N
InChI Key	InChI=1S/C56H42O2Si2/c57-55-51(59(43-25-7-1-8-26-43,44-27-9-2-10-28-44)45-29-11-3-12-30-45)39-41-23-19-21-37-49(41)53(55)54-50-38-22-20-24-42(50)40-52(56(54)58)60(46-31-13-4-14-32-46,47-33-15-5-16-34-47)48-35-17-6-18-36-48/h1-40,57-58H
Melting Point	140-145 °C
Purity	98%+
Appearance	White to off-white powder
Application	(R)-33'-Bis(triphenylsilyl)-[11'-binaphthalene]-22'-diol serves as a precursor to a chiral Brønsted acid specifically designed to catalyze enantioselective aza Diels-Alder reactions which efficiently yield bicyclic lactams Additionally when combined with rare earth metal complexes this chiral binaphthol facilitates the intramolecular hydroamination of amino olefins resulting in the formation of chiral pyrrolidines
Isomeric SMILES	C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC5=CC=CC=C5C(=C4O)C6=C(C(=CC7=CC=CC=C76)[Si](C8=CC=CC=C8)(C9=CC=CC=C9)C1=CC=CC=C1)O
Optical Purity	≥99%e.e.
Specific Rotation	+114°, (c=1 in chloroform)