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(1R,2R)-N,N'-Dimethyl-cyclo-hexane-1,2-diamine.

ABSTRACT: The molecule of the title compound, C(8)H(18)N(2), possesses C(2) symmetry. Owing to its stereochemistry, it is used in the synthesis of chiral ligands and metal complexes for asymmetric synthesis. The cyclo-hexane ring shows a chair conformation with the amino groups in equatorial positions. Contrary to the literature, the title compound is not a liquid, but a crystalline solid at room temperature (293 K). The absolute configuration is assigned from the synthesis.

SUBMITTER: Strohmann C

PROVIDER: S-EPMC2960996 | biostudies-literature |

REPOSITORIES: biostudies-literature

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(1R,2R)-N,N'-Diisobutyl-N,N'-dimethyl-cyclo-hexane-1,2-diamine.

Project description:The title compound, C(16)H(34)N(2), is a chiral diamine with fixed R configuration at both stereogenic carbon centres of the cyclo-hexane backbone. Due to their different substituents, the two N atoms also become stereogenic. In the crystal structure, the configuration at one of the two nitro-gen centres is fixed, with the free electron pair pointing inward and the isobutyl group in a trans position towards the cyclo-hexane backbone resulting in an R configuration. The isobutyl group at the second N atom, however, is disordered with 75% S configuration and 25% R configuration. In both cases, the isobutyl group is arranged in a trans position towards the cyclo-hexane backbone.

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(1R,2R)-N,N'-Bis[1-(2-pyrid-yl)ethyl-idene]cyclo-hexane-1,2-diamine.

Project description:In the title compound, C(20)H(24)N(4), the cyclo-hexane ring adopts a chair conformation with the two imine groups linked at equatorial positions. The two halves of the mol-ecule are related by a crystallographic twofold rotation axis. The dihedral angle between the pyridine rings is 75.73?(3)°.

| S-EPMC2979034 | biostudies-literature

Dichlorido[(1R,2R)-N-(pyridin-2-yl-methyl)cyclo-hexane-1,2-diamine-?N,N',N'']mercury(II).

Project description:In the title compound, [HgCl(2)(C(12)H(19)N(3))], the Hg(II) ion is coordinated by three N atoms of the (1R,2R)-N-(pyridin-2-ylmeth-yl)cyclo-hexane-1,2-diamine ligand and by a Cl atom in the basal plane, and by a second Cl atom in the apical position, within a distorted square-pyramidal geometry. The coordination of the enanti-opure ligand to the metal atom renders the central N atom chiral with an S configuration, so the complex is enanti-omerically pure and corresponds to the S,R,R diastereoisomer. Mol-ecules are linked via weak N-H?Cl hydrogen bonds into a one-dimensional hydrogen-bonding supramolecular chain along the crystallographic b axis.

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{(1R,2R)-N,N'-Bis[2-(N-methyl-anilino)benzyl-idene]cyclo-hexane-1,2-diamine-?N,N'}dichloridoiron(II).

Project description:In the title compound, [FeCl(2)(C(34)H(36)N(4))], the Fe(II) ion is coordinated by two Cl atoms and by two N atoms from a (1R,2R)-N,N'-bis[2-(N-methyl-anilino)benzyl-idene]cyclo-hexane-1,2-diamine ligand in a distorted tetra-hedral geometry. The mol-ecule has approximate C(2) point symmetry. The dihedral angles between the phenyl and benzene rings on either side of the ligand are 64.56?(14) and 65.61?(13)°.

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(1R,2R,E,E)-N,N'-Bis(4-chloro-benzyl-idene)cyclo-hexane-1,2-diamine.

Project description:The title Schiff base ligand, C(20)H(20)Cl(2)N(2), was prepared by condensation of commercially available p-chloro-benzalde-hyde and (R,R)-1,2-diammonium-cyclo-hexane mono-(+)-tartrate. The cyclo-hexane ring adopts a chair conformation. The dihedral angle between the two aromatic rings is 62.52?(8)°. The crystal structure is stabilized by an inter-molecular C-H?Cl hydrogen bond.

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Dibromido[(1R,2R,NS)-N-(pyridin-2-ylmeth-yl)cyclo-hexane-1,2-diamine-?N,N',N'']cadmium.

Project description:In the title compound, [CdBr(2)(C(12)H(19)N(3))], the Cd(II) atom is coordinated by the three N atoms of the (1R,2R)-N-(pyridin-2-ylmeth-yl)cyclo-hexane-1,2-diamine ligand and a bromide ion in the basal plane, and by a second bromide in the apical position. The coordination environment can be described as distorted square pyramidal. The coordination of the enanti-o-pure ligand to the metal atom renders the central N atom chiral with an S configuration, so the complex is enanti-omerically pure and corresponds to the S,R,R diastereoisomer. In the crystal, the mol-ecules are linked via weak N-H?Br hydrogen bonds into a chain parallel to the b axis.

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(1R*,2S*)-N,N'-Bis[(E)-1H-pyrrol-2-yl-methyl-idene]cyclo-hexane-1,2-diamine monohydrate.

Project description:The title compound, C16H20N4·H2O, was synthesized from cis-1,2-diamino-cyclo-hexane (a racemic mixture of the (1R,2S) and (1S,2R) enanti-omers). The compound crystallized with two mol-ecules (A and B) in the asymmetric unit with a single water solvent mol-ecule per Schiff base mol-ecule. Mol-ecules A and B have similar conformations as illustrated by the least-squares-fit with an r.m.s. deviation of 0.242 Å. The mol-ecules within the asymmetric unit are bridged by hydrogen bonds to the two water mol-ecules, resulting in a heterotetramer. The water mol-ecule acts as both a hydrogen-bond donor and acceptor. The pyrrole-imine units are not co-planar, making an angle of 73.9 (3)° and 76.9 (3)° in mol-ecules A and B, respectively.

| S-EPMC3588954 | biostudies-literature

trans-Diaqua-bis-(cyclo-hexane-1,2-diamine)-zinc(II) dichloride.

Project description:In the title compound, [Zn(C(6)H(14)N(2))(2)(H(2)O)(2)]Cl(2), the Zn(II) atom resides on a special position with site symmetry 2/m and is octa-hedrally coordinated by four N atoms from two trans 1,2-diamino-cyclo-hexane ligands and two water O atoms. In the crystal, N-H⋯Cl and O-H⋯Cl hydrogen bonds link the mol-ecules into a two-dimensional network parallel to the bc plane.

| S-EPMC3099959 | biostudies-literature

(R,R)-N,N'-Bis(ferrocenylmeth-yl)cyclo-hexane-1,2-diamine.

Project description:In the structure of the title compound, [Fe(2)(C(5)H(5))(2)(C(18)H(24)N(2))], the cyclo-hexane ring has a chair configuration and the two ferrocenemethyl-amino groups are bonded to it equatorially, as expected. The configuration of the two ferrocence nuclei may be due to intra-molecular N-H?N hydrogen bonding involving the two NH groups.

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(1R,2R)-N,N'-Bis(ferrocenylmeth-yl)-1,2-diphenyl-ethane-1,2-diamine.

Project description:The title compound, [Fe(2)(C(5)H(5))(2)(C(26)H(26)N(2))], was synthesized from a chiral diamine and ferrocenecarboxaldehyde and subsequent reduction with NaBH(4). It has two chiral centers which both exhibit an R configuration. Two ferrocene groups are present in the mol-ecular structure, with their cyclo-penta-dienyl ring planes showing an almost perpen-dicular arrangement [dihedral angle 88.6?(1)°].

| S-EPMC3007283 | biostudies-other

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