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(R)-Xyl-Phanephos

Catalog Number
ACM325168896-1
Product Name
(R)-Xyl-Phanephos
Structure
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CAS
325168-89-6
  • Product Overview
  • Usage
Synonyms
(R)-(-)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane
Molecular Weight
688.87
Molecular Formula
C48H50P2
Canonical SMILES
Cc1cc(C)cc(c1)P(c2cc(C)cc(C)c2)c3cc4CCc5ccc(CCc3cc4)cc5P(c6cc(C)cc(C)c6)c7cc(C)cc(C)c7
InChI
1S/C48H50P2/c1-31-17-32(2)22-43(21-31)49(44-23-33(3)18-34(4)24-44)47-29-39-9-13-41(47)15-11-40-10-14-42(16-12-39)48(30-40)50(45-25-35(5)19-36(6)26-45)46-27-37(7)20-38(8)28-46/h9-10,13-14,17-30H,11-12,15-16H2,1-8H3
InChI Key
LYHOBZAADXPPNW-UHFFFAOYSA-N
Melting Point
234-238 °C
Assay
0.95
Optical Activity
[α]22/D -61.0, c = 0.1 in ethanol
Application
(R)-Xyl-Phanephos serves as an efficient chiral ligand with a versatile role in various enantioselective processes. It is primarily utilized in the asymmetric hydrogenation of dehydroamino acids, methyl esters, and ketones, making it an invaluable tool in producing chiral molecules with high enantioselectivity. Furthermore, this ligand is employed in the hydroxycarbonylation and alkoxycarbonylation of alkenes, providing essential pathways for functionalization. (R)-Xyl-Phanephos also facilitates [2+2] cycloaddition reactions between oxabicyclic alkenes and terminal alkynes and enhances the gold-catalyzed enantioselective Cope rearrangement of achiral 1,5-dienes, showcasing its broad applicability in synthetic chemistry.
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