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(R)-Phanephos

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Catalog Number
ACM364732887-1
Product Name
(R)-Phanephos
CAS
364732-88-7
  • Product Overview
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Synonyms
(R)-(-)-4,12-Bis(diphenylphosphino)-[2.2]-paracyclophane
Molecular Weight
576.65
Molecular Formula
C40H34P2
InChI
1S/C40H34P2/c1-5-13-35(14-6-1)41(36-15-7-2-8-16-36)39-29-31-21-25-33(39)27-23-32-22-26-34(28-24-31)40(30-32)42(37-17-9-3-10-18-37)38-19-11-4-12-20-38/h1-22,25-26,29-30H,23-24,27-28H2
InChI Key
GYZZZILPVUYAFJ-UHFFFAOYSA-N
Melting Point
222-226 °C
Assay
0.96
Optical Activity
[α]/D -34±4°, c = 1 in chloroform
Application
(R)-Phanephos serves as a versatile and efficient ligand utilized in various catalytic reactions to achieve enantioselectivity. Its roles include facilitating rhodium-catalyzed asymmetric hydroboration of cyclopropenes, and promoting iridium-catalyzed [2+2] cycloaddition of oxabicyclic alkenes with terminal alkynes. Additionally, it is instrumental in palladium-catalyzed enantioselective hydroxycarbonylation and alkoxycarbonylation of alkenes, as well as amide synthesis through C(sp3)-H bond functionalization and CO insertion. This ligand is also key in the iridium-catalyzed diene hydrohydroxymethylation, and effectively supports the asymmetric hydrogenation of dehydroamino acids, methyl esters, and ketones.
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