Cambridge Open Engage home
What is Cambridge Open Engage?
How to Submit
Browse
About
News [opens in a new tab]

Competitive Aminal Formation during the Synthesis of a Highly Soluble, Isopropyl-Decorated Imine Porous Organic Cage

05 January 2023, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The synthesis of a new porous organic cage decorated with isopropyl moieties (CC21) was achieved from the reaction of triformylbenzene and an isopropyl functionalised diamine. Unlike structurally analogous porous organic cages, its synthesis proved challenging due to competitive aminal formation, rationalised using control experiments and computational modelling. The use of an additional amine was found to increase conversion to the desired cage.

Keywords

Porous organic cages
Dynamic covalent chemistry

Supplementary materials

Title
Description
Actions
Title
Supporting Information
Description
Includes experimental procedures, characterisation data, and computational details.
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.

Version History

Jan 05, 2023 Version 1

Metrics

485
305
0
Views
Downloads
Citations

License

CC logo
CC
BY logo
BY
The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2023-cn4q1
D O I: 10.26434/chemrxiv-2023-cn4q1 [opens in a new tab]

Funding

Engineering and Physical Sciences Research Council (EPSRC)
EP/R005710/1
Engineering and Physical Sciences Research Council (EPSRC)
EP/W01601X/1
The Royal Society
University Research Fellowships
European Research Council under FP7
CoMMaD, ERC Grant No. 758370
The Royal Society
Enhancement Award 2018
Engineering and Physical Sciences Research Council (EPSRC)
ARCHER2 UK National Supercomputing Service via the UK′s HEC Materials Chemistry Consortium (EP/L000202, EP/R029431, EP/T022213)

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

Share