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4 article(s) from Dix, Ina

The chemical behavior of terminally tert-butylated polyolefins

Dagmar Klein,
Henning Hopf,
Peter G. Jones,
Ina Dix and
Ralf Hänel

Beilstein J. Org. Chem. 2015, 11, 1246–1258, doi:10.3762/bjoc.11.139

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Scheme 1: The polyenes 2 stabilized by terminal tert-butyl substituents.

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Scheme 2: The catalytic hydrogenation of diene 3.

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Figure 1: The structure of compound 4 in the crystal. Ellipsoids correspond to 30% probability levels.

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Scheme 3: The catalytic hydrogenation of triene 7.

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Scheme 4: Addition of bromine to model dienes.

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Scheme 5: Bromine addition to diene 3 and triene 7.

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Scheme 6: Bromine addition to the higher oligoenes 19–22.

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Figure 2: (a) The structure of compound 24 in the crystal. Ellipsoids correspond to 50% probability levels. (...

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Figure 3: The structure of compound 25 in the crystal. This was a structure of poor quality and served only t...

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Scheme 7: Epoxidation of triene 7 with MCPBA and DMDO.

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Scheme 8: Epoxidation of tetraene 19 with MCPBA and DMDO.

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Scheme 9: Diels–Alder addition of PTAD (36) to triene 7 and tetraene 19.

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Figure 4: The structure of compound 37 in the crystal. Only one of two independent molecules is shown. Ellips...

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Scheme 10: Diels-Alder addition of oligoenes 20 and 21 with PTAD (36).

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Scheme 11: Addition of excess PTAD (36) to hexaene 21 and heptaene 22.

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Scheme 12: TCNE addition to oligoolefins: from tetraene 19 to nonaene 42.

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Figure 5: The structure of compound 43 in the crystal. Only one of two independent molecules is shown. Ellips...

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Scheme 13: Photochemical experiments with tetraene 19.

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Figure 6: The structure of compound 52 in the crystal. Ellipsoids correspond to 50% probability levels.

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Published 24 Jul 2015

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Building complex carbon skeletons with ethynyl[2.2]paracyclophanes

Ina Dix,
Lidija Bondarenko,
Peter G. Jones,
Thomas Oeser and
Henning Hopf

Beilstein J. Org. Chem. 2014, 10, 2013–2020, doi:10.3762/bjoc.10.209

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Scheme 1: Planar and layered ethynyl aromatics as building blocks for extended aromatic structures.

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Scheme 2: Previous coupling experiments with pseudo-ortho-diethynyl[2.2]paracyclophane 4.

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Scheme 3: Glaser coupling of pseudo-gem-diethynyl[2.2]paracyclophane 2.

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Scheme 4: Glaser coupling of pseudo-ortho-diethynyl[2.2]paracyclophane, 4.

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Figure 1: Above: The molecule of compound 11 in the crystal; ellipsoids represent 30% probability levels. Onl...

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Figure 2: Above: The molecule of compound 12 in the crystal; ellipsoids represent 50% probability levels. Onl...

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Scheme 5: Sonogashira coupling of aldehyde 13 with ortho-diiodobenzene (14).

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Scheme 6: Preparation of benzologs of dimers 11/12.

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Figure 3: Above: The molecule of compound 19 in the crystal; ellipsoids represent 50% probability levels. Sol...

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Figure 4: Above: One of the three independent molecules of compound 20 in the crystal; ellipsoids represent 3...

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Scheme 7: Cross dimerization of 1 and 4.

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Figure 5: The molecule of compound 22 in the crystal; ellipsoids represent 50% probability levels.

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Scheme 8: An attempt to prepare a biphenylenophane.

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Figure 6: The molecule of compound 26 in the crystal; ellipsoids represent 50% probability levels.

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Published 27 Aug 2014

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The preparation of several 1,2,3,4,5-functionalized cyclopentane derivatives

André S. Kelch,
Peter G. Jones,
Ina Dix and
Henning Hopf

Beilstein J. Org. Chem. 2013, 9, 1705–1712, doi:10.3762/bjoc.9.195

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Scheme 1: The first members of the [n]radialene series and retrosynthesis for [5]radialene (3).

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Scheme 2: Preparation of cis,cis,cis,cis-1,2,3,4,5-pentakis(hydroxymethyl)cyclopentane (16) according to Tolb...

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Scheme 3: The preparation of derivatives of 16 better suited for nucleophilic substitution and elimination.

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Figure 1: Structure of 19 in the crystal; ellipsoids represent 50% probability levels.

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Scheme 4: Preparation of the pentaacetate 21 from 16.

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Scheme 5: Preparation of the cycloheptadiene octaesters 24/25 according to Diels [11] and Le Goff [13], respectively,...

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Figure 2: Structure of 24 in the crystal; ellipsoids represent 30% probability levels.

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Figure 3: Structure of 26 in the crystal; ellipsoids represent 30% probability levels.

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Scheme 6: Derivatives derived from the pentaester mixture 26/27.

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Scheme 7: Bromination of 1,2,3,4,5-pentamethylcyclopenta-1,3-diene (8).

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Figure 4: Structure of 32 in the crystal; ellipsoids represent 50% probability levels.

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Published 19 Aug 2013

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Preparation and NMR spectra of four isomeric diformyl[2.2]paracyclophanes (cyclophanes 66)

Ina Dix,
Henning Hopf,
Thota B. N. Satyanarayana and
Ludger Ernst

Beilstein J. Org. Chem. 2010, 6, 932–937, doi:10.3762/bjoc.6.104

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Scheme 1: Preparation of the four [2.2]paracyclophane dialdehydes 4 by cycloaddition (ps - pseudo).

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Scheme 2: Spin systems of the CH₂CH₂ protons in the isomeric dialdehydes 4. Protons at C-9 and C-10 in ps-gem...

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Figure 1: CH₂CH₂ regions of the 600 MHz ¹H NMR spectra of the isomeric dialdehydes 4, a: ps-gem, b: ps-meta, ...

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Scheme 3: NOEs observed for ps-ortho-4 when the 5-H resonance is irradiated.

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Published 29 Sep 2010

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