Phenyl-[(R)-1,1'-spirobiindane-7,7'-diyl]-phosphite((R)-ShiP)

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Catalog Number
ACM656233533
Product Name
Phenyl-[(R)-1,1'-spirobiindane-7,7'-diyl]-phosphite((R)-ShiP)
Structure
Structure
CAS
656233-53-3
Category
Heterocyclic Organic Compound
Synonyms
AB1005807; (R)-ShiP; AKOS015950895; Diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin,10,11,12,13-tetrahydro-5-phenoxy-,(11ar)-; (aR)-7,7'-(Phenoxyphosphinidenebisoxy)-2,2',3,3'-tetrahydro-1,1'-spirobi[1H-indene]; (11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-phenoxy; (11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1|I,7|I-fg][1,3,2]dioxaphosphocin-5-phenoxy; 885701-71-3; Phenyl-[(R)-1,1-spirobiindane-7,7-diyl]-phosphite; 7,7'-(Phenoxyphosphinidenebisoxy)-1,1'-spirobiindan;
IUPAC Name
12-phenoxy-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocine;
Molecular Weight
374.376g/mol
Molecular Formula
C23H19O3P;
Canonical SMILES
C1CC23CCC4=C2C(=CC=C4)OP(OC5=CC=CC1=C35)OC6=CC=CC=C6;
InChI
InChI=1S/C23H19O3P/c1-2-8-18(9-3-1)24-27-25-19-10-4-6-16-12-14-23(21(16)19)15-13-17-7-5-11-20(26-27)22(17)23/h1-11H,12-15H2;
InChI Key
JVANYVSBBJFGMW-UHFFFAOYSA-N;
Application
Chiral ligands for rhodium-catalyzed arylation of aldehydes with arylboronic acids.

Chiral ligands for rhodium-catalyzed arylation of imines with arylboronic acids.

Chiral ligands for rhodium-catalyzed arylation of α-ketoesters with arylboronic acids.

Chiral ligands for palladium-catalyzed asymmetric umpolung allylation of aldehydes.

Chiral ligands for rhodium-catalyzed asymmetric hydrogenation of (Z)-β-arylenamides.
Complexity
510
Covalently-Bonded Unit Count
1
Exact Mass
374.107g/mol
H-Bond Acceptor
3
Heavy Atom Count
27
Monoisotopic Mass
374.107g/mol
Rotatable Bond Count
2
Topological Polar Surface Area
27.7A^2
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