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Merck
CN

682144

Sigma-Aldrich

(R)-(–)-4,12-双(二苯基膦)-[2.2]-对环芳烷

96%

别名:

(R)-Phanephos

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About This Item

经验公式(希尔记法):
C40H34P2
分子量:
576.65
MDL编号:
UNSPSC代码:
12352002
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

96%

表单

solid

旋光性

[α]/D -34±4°, c = 1 in chloroform

mp

222-226 °C

官能团

phosphine

SMILES字符串

P(c7ccccc7)(c6ccccc6)c1c2ccc(c1)CCc3c(cc(cc3)CC2)P(c5ccccc5)c4ccccc4

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

应用

脱氢氨基酸、甲酯和酮的不对称氢化反应的有效配体。
(R)-(-)-4,12-Bis(diphenylphosphino)-[2.2]-paracyclophane may be used as a ligand in the following processes:
  • Enantioselective reductive cyclization of 1,6-enynes via asymmetric hydrogenation in the presence of a rhodium catalyst to form alkylidene-substituted heterocycles.
  • Asymmetric hydroboration of 3,3-disubstituted cyclopropenes to form 2,2-disubstituted cyclopropyl boronates.
  • Asymmetric ring-opening reactions of azabenzonorbornadienes in the presence of zinc(II) triflate and palladium(II) acetate to form aminodihydronaphthalenes.

法律信息

与 Johnson Matthey Catalyst 联合销售,仅供研究使用。适用美国专利 US5874629 以及由此产生的专利。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Highly efficient ruthenium-catalyzed oxime to amide rearrangement
Owston, Nathan A., Alexandra J. Parker, and Jonathan MJ Williams
Organic Letters, 9.18, 3599-3601 (2007)
Divergent Asymmetric Ring Opening of Azabenzonorbornadienes.
Yang F, et al.
Synfacts, 12(12), 1261-1261 (2016)
[2.2] Paracyclophane Derivatives: Synthesis and Application in Catalysis
Paradies, Jan
Synthesis, 2011.23, 3749-3766 (2011)
Catalytic enantioselective hydroboration of cyclopropenes.
Rubina M, et al.
Journal of the American Chemical Society, 125(24), 7198-7199 (2003)
Amide bond formation via C (sp 3)?H bond functionalization and CO insertion
Liu, Huizhen, et al.
Chemical Communications (Cambridge, England), 50.3, 341-343 (2014)

商品

P-Phos ligand family enhances catalysis, featuring atropisomeric biaryl bisphosphine with unique structural elements.

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