MorDalphos

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Catalog Number
ACM1237588123
Product Name
MorDalphos
Structure
Structure
CAS
1237588-12-3
Category
Organic Phosphine Compounds
Synonyms
2-Morpholinophenyldi(1-adamantyl)phosphine; SC11165; bis(1-adamantyl)-(2-morpholin-4-ylphenyl)phosphane; Mor-DalPhos; 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine; Di(1-adamantyl)-2-morpholinophenylphosphine; ZINC71773616; AK307802;
IUPAC Name
bis(1-adamantyl)-(2-morpholin-4-ylphenyl)phosphane;
Molecular Weight
463.646g/mol
Molecular Formula
C30H42NOP;
Canonical SMILES
C1COCCN1C2=CC=CC=C2P(C34CC5CC(C3)CC(C5)C4)C67CC8CC(C6)CC(C8)C7;
InChI
InChI=1S/C30H42NOP/c1-2-4-28(27(3-1)31-5-7-32-8-6-31)33(29-15-21-9-22(16-29)11-23(10-21)17-29)30-18-24-12-25(19-30)14-26(13-24)20-30/h1-4,21-26H,5-20H2;
InChI Key
CCBRRSUORFMQCZ-UHFFFAOYSA-N;
Application
P-N-ligand for use in the Pd-catalyzed cross-coupling of ammonia and hydrazine. Ref. (2) with a diverse range of sterically hindered, unbiased aryl chlorides. Low catalyst loading and mild conditions. Ref (5) with diamines in a chemoselective arylation process. Ref (6) with solvent-free or aqueous conditions.

P-N-ligand for the gold-catalyzed stereoselective hydroamination of internal alkynes with dialkylamines to afford E-amines.

P-N-ligand for use in the Pd-catalyzed for mono-α-arylation of ketones employing aryl chlorides, bromides, iodides, mesylates (Ref. 7) and tosylates.
Storage
2-8°C
Complexity
632
Covalently-Bonded Unit Count
1
Exact Mass
463.3g/mol
H-Bond Acceptor
2
Heavy Atom Count
33
Monoisotopic Mass
463.3g/mol
Rotatable Bond Count
4
Topological Polar Surface Area
12.5A^2
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