N,N'-((1R,2R)-cyclohexane-1,2-diyl)bis(1-(pyridin-2-yl)methanimine)

Name: N,N'-((1R,2R)-cyclohexane-1,2-diyl)bis(1-(pyridin-2-yl)methanimine)
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CAS No. 934355-35-8
Cat. No. CS-0540005
Purity≥95%
MDL No.None

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N,N'-((1R,2R)-cyclohexane-1,2-diyl)bis(1-(pyridin-2-yl)methanimine)|CS-0540005

Structure of 934355-35-8

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Description

This chiral bis-imine features a rigid cyclohexane backbone that enforces precise spatial orientation of two pyridyl-functionalized imine groups. The structure enables selective metal coordination in asymmetric catalysis, leveraging its defined stereochemistry and electron-rich nitrogen donors for stable complex formation under standard conditions.

Application

N,N'-((1R,2R)-cyclohexane-1,2-diyl)bis(1-(pyridin-2-yl)methanimine) serves as a chiral bis-imine ligand that enables efficient coordination to transition metals in asymmetric catalysis. Its rigid cyclohexane backbone imparts defined stereochemistry, while the pyridyl groups provide strong metal binding sites. The compound exhibits bench stability and facilitates enantioselective transformations in established protocols, including asymmetric reduction and C–C bond formation.

General Information

CAS No. 934355-35-8
Cat. No. CS-0540005
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₀N₄
Molecular Weight 292.38
Synonym(s) N-[(1E)-Pyridin-2-ylmethylene]-N-((1R,2R)-2-{[(1E)-pyridin-2-ylmethylene]amino}cyclohexyl)amine
SMILES C1CC[C@H]([C@@H](C1)N=CC2=CC=CC=N2)N=CC3=CC=CC=N3

Computational Chemistry Data

TPSA 50.5
LogP 3.3258
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 4

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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N,N'-((1R,2R)-cyclohexane-1,2-diyl)bis(1-(pyridin-2-yl)methanimine)

CAS No. 934355-35-8

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