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Merck

726435

Sigma-Aldrich

(1R)-2,2′-Bis[(S)-(4-methylphenyl)sulfinyl]-1,1′-binaphthalene

97%

别名:

(M,S,S)-1,1′-Binaphthalene-2,2′-diyl-bis(p-tolylsulfoxide), (M,S,S)-pTol-BINASO, (R)-2,2′-Bis-((S)-toluene-4-sulfinyl)-[1,1′]binaphthalenyl

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About This Item

经验公式(希尔记法):
C34H26O2S2
分子量:
530.70
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

化驗

≥96.5% (HPLC)
97%

形狀

powder

光學純度

ee: ≥97.0%

SMILES 字串

Cc1ccc(cc1)S(=O)c2ccc3ccccc3c2-c4c(ccc5ccccc45)S(=O)c6ccc(C)cc6

InChI

1S/C34H26O2S2/c1-23-11-17-27(18-12-23)37(35)31-21-15-25-7-3-5-9-29(25)33(31)34-30-10-6-4-8-26(30)16-22-32(34)38(36)28-19-13-24(2)14-20-28/h3-22H,1-2H3/t37-,38-/m0/s1

InChI 密鑰

GAWRHNNPYUEUOO-UWXQCODUSA-N

應用

(1R)-2,2′-Bis[(S)-(4-methylphenyl)sulfinyl]-1,1′-binaphthalene (p-tolyl-BINASO) is a bis-sulfoxide ligand that can be used to prepare cationic palladium and platinum complexes. These complexes are employed as catalysts in hydroboration and diboration reactions. It can also be used to prepare the precatalyst [p-tol-BINASO}RhCl]2 for the synthesis of chiral arylcycloketones by the 1,4-addition reaction of arylboronic acids to cyclic α,β-unsaturated ketones.

包裝

Bottomless glass bottle. Contents are inside inserted fused cone.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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A chiral bis-sulfoxide ligand in late-transition metal catalysis; rhodium-catalyzed asymmetric addition of arylboronic acids to electron-deficient olefins.
Ronaldo Mariz et al.
Journal of the American Chemical Society, 130(7), 2172-2173 (2008-01-29)
Disulfoxide ligands in rhodium catalyzed asymmetric 1,4-addition: first studies and future directions.
Mariz, R., et al.
Chimia, 63, 508-511 (2009)

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