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(S)-Phanephos

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Catalog Number

ACM192463404-1

Product Name

(S)-Phanephos

Structure

CAS

192463-40-4

Product Overview
Usage

Synonyms

(S)-(+)-4,12-Bis(diphenylphosphino)-[2.2]-paracyclophane

Molecular Weight

576.65

Molecular Formula

C40H34P2

Canonical SMILES

C1Cc2ccc(CCc3ccc1cc3P(c4ccccc4)c5ccccc5)cc2P(c6ccccc6)c7ccccc7

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

224-226 °C

Assay

0.96

Optical Activity

[α]22/D +34°, c = 1 in chloroform

Application

(S)-Phanephos is designed to serve as a highly effective ligand in various catalytic processes, offering remarkable enantioselectivity and efficiency. It plays a crucial role in the asymmetric hydrogenation of dehydroamino acids, methyl esters, and ketones, significantly enhancing the performance of rhodium-catalyzed enantioselective hydroboration of cyclopropenes. Additionally, (S)-Phanephos is utilized in iridium-catalyzed enantioselective [2+2] cycloadditions involving oxabicyclic alkenes and terminal alkynes, as well as palladium-catalyzed enantioselective hydroxycarbonylation and alkoxycarbonylation of alkenes. It also facilitates the synthesis of amides through palladium-catalyzed C(sp3)-H bond functionalization and CO insertion, and supports iridium-catalyzed diene hydrohydroxymethylation, making it an invaluable ligand across a broad spectrum of chemical transformations.

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