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N-[2-(Diphenylphosphino)benzylidene]cyclohexylamine

Catalog Number
ACM321155139-1
Product Name
N-[2-(Diphenylphosphino)benzylidene]cyclohexylamine
Structure
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CAS
321155-13-9
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Synonyms
SCHEMBL16772933; N-[2-(Diphenylphosphino)benzylidene] cyclohexylamine; TC-165879; OR303342; SCHEMBL2002755; ZINC100012671; N-[2-(Diphenylphosphino)benzylidene]cyclohexylamine; C25H26NP; N-[2-(Diphenylphosphino)benzylidene]cyclohexylamine, 97%; (1E)-N-cyclohexyl-1-[2-(diphenylphosphanyl)phenyl]methanimine;
IUPAC Name
N-cyclohexyl-1-(2-diphenylphosphanylphenyl)methanimine;
Molecular Weight
371.464g/mol
Molecular Formula
C25H26NP;
Canonical SMILES
C1CCC(CC1)N=CC2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4;
InChI
InChI=1S/C25H26NP/c1-4-13-22(14-5-1)26-20-21-12-10-11-19-25(21)27(23-15-6-2-7-16-23)24-17-8-3-9-18-24/h2-3,6-12,15-20,22H,1,4-5,13-14H2;
InChI Key
CWYDMJZWNROFGL-UHFFFAOYSA-N;
Complexity
425
Covalently-Bonded Unit Count
1
Exact Mass
371.18g/mol
H-Bond Acceptor
1
Heavy Atom Count
27
Monoisotopic Mass
371.18g/mol
Rotatable Bond Count
5
Topological Polar Surface Area
12.4A^2
Application
N-[2-(Diphenylphosphino)benzylidene]cyclohexylamine serves as a versatile catalyst, primarily facilitating cross-coupling reactions, which are integral in forming carbon-carbon bonds. It is particularly effective in the stannylative cycloaddition of conjugated enynes, enhancing the efficiency and selectivity of this process. Additionally, this compound plays a crucial role in the stereo- and regioselective alkynylstannylation of alkynes, ensuring precise configuration and placement of stannyl groups, thus supporting the synthesis of complex organic frameworks.
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