Soluble Congeners of Prior Insoluble Shape‐Persistent Imine Cages [Data] (doi:10.11588/data/E2RPGA)

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Document Description

Citation

Title:

Soluble Congeners of Prior Insoluble Shape‐Persistent Imine Cages [Data]

Identification Number:

doi:10.11588/data/E2RPGA

Distributor:

heiDATA

Date of Distribution:

2022-01-17

Version:

1

Bibliographic Citation:

Holsten, Mattes; Feierabend, Sarah; Elbert, Sven M.; Rominger, Frank; Oeser, Thomas; Mastalerz, Michael, 2022, "Soluble Congeners of Prior Insoluble Shape‐Persistent Imine Cages [Data]", https://doi.org/10.11588/data/E2RPGA, heiDATA, V1

Study Description

Citation

Title:

Soluble Congeners of Prior Insoluble Shape‐Persistent Imine Cages [Data]

Identification Number:

doi:10.11588/data/E2RPGA

Authoring Entity:

Holsten, Mattes (Institute of Organic Chemistry, Heidelberg University)

Feierabend, Sarah (Institute of Organic Chemistry, Heidelberg University)

Elbert, Sven M. (Institute of Organic Chemistry, Heidelberg University)

Rominger, Frank (Institute of Organic Chemistry, Heidelberg University)

Oeser, Thomas (Institute of Organic Chemistry, Heidelberg University)

Mastalerz, Michael (Institute of Organic Chemistry, Heidelberg University)

Software used in Production:

MestReNova

Software used in Production:

Microsoft Excel

Software used in Production:

OriginPro 2020

Software used in Production:

OPUS

Software used in Production:

TopSpin

Grant Number:

725765

Grant Number:

EXC-2082/1 - 390761711

Distributor:

heiDATA

Access Authority:

Mastalerz, Michael

Holdings Information:

https://doi.org/10.11588/data/E2RPGA

Study Scope

Keywords:

Chemistry

Abstract:

One of the most applied reaction types to synthesize shape‐persistent organic cage compounds is the imine condensation reaction and it is assumed that the formed cages are thermodynamically controlled products due to the reversibility of the imine condensation. However, most of the synthesized imine cages reported are formed as precipitate from the reaction mixture and therefore rather may be kinetically controlled products. There are even examples in literature, where resulting cages are not soluble at all in common organic solvents to characterize or study their formation by NMR spectroscopy in solution. Here, a triptycene triamine containing three solubilizing n‐hexyloxy chains has been used to synthesize soluble congeners of prior insoluble cages. This allowed us to study the formation as well the reversibility of cage formation in solution by investigating exchange of building blocks between the cages and deuterated derivatives thereof.

Methodology and Processing

Sources Statement

Data Access

Other Study Description Materials

Related Publications

Citation

Title:

M. Holsten, S. Feierabend, S. M. Elbert, F. Rominger, T. Oeser, M. Mastalerz, Chem. Eur. J. 2021, 27, 9383.

Identification Number:

10.1002/chem.202100666

Bibliographic Citation:

M. Holsten, S. Feierabend, S. M. Elbert, F. Rominger, T. Oeser, M. Mastalerz, Chem. Eur. J. 2021, 27, 9383.

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