Synthesis of Dihalo-Substituted Analogues of Tröger’s Base from ortho- and meta-Substituted Anilines.
(2003) In European Journal of Organic Chemistry 2003(16). p.3179-3188- Abstract
- For the first time, ortho- and meta-halo-substituted anilines were successfully condensed with formaldehyde to dihalo-substituted analogues of Trögers base. By using paraformaldehyde and TFA, yields of 2-85% of these potential supramolecular building blocks were obtained. Even the inconceivable achievement of condensing anilines unsubstituted in para-position to analogues of Trögers base was successful. Adding our present results to our previous, makes it now possible to synthesize analogues of Trögers base halo-substituted in almost any desired position in each of its two aromatic rings. In addition the first X-ray structure of a dihalo-substituted analogue of Trögers base,... (More)
- For the first time, ortho- and meta-halo-substituted anilines were successfully condensed with formaldehyde to dihalo-substituted analogues of Trögers base. By using paraformaldehyde and TFA, yields of 2-85% of these potential supramolecular building blocks were obtained. Even the inconceivable achievement of condensing anilines unsubstituted in para-position to analogues of Trögers base was successful. Adding our present results to our previous, makes it now possible to synthesize analogues of Trögers base halo-substituted in almost any desired position in each of its two aromatic rings. In addition the first X-ray structure of a dihalo-substituted analogue of Trögers base, 3,9-dibromo-4,10-dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine (17), is presented. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/128563
- author
- Hansson, Anna LU ; Jensen, Jacob LU ; Wendt, Ola LU and Wärnmark, Kenneth LU
- organization
- publishing date
- 2003
- type
- Contribution to journal
- publication status
- published
- subject
- in
- European Journal of Organic Chemistry
- volume
- 2003
- issue
- 16
- pages
- 3179 - 3188
- publisher
- John Wiley & Sons Inc.
- external identifiers
-
- wos:000184932600020
- scopus:0041475910
- ISSN
- 1434-193X
- DOI
- 10.1002/ejoc.200300144
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240), Inorganic chemistry (ceased) (LUR000010)
- id
- 9846069a-c4b0-485c-83be-bd62e26a6af4 (old id 128563)
- date added to LUP
- 2016-04-01 12:14:19
- date last changed
- 2022-02-18 19:49:44
@article{9846069a-c4b0-485c-83be-bd62e26a6af4, abstract = {{For the first time, ortho- and meta-halo-substituted anilines were successfully condensed with formaldehyde to dihalo-substituted analogues of Trögers base. By using paraformaldehyde and TFA, yields of 2-85% of these potential supramolecular building blocks were obtained. Even the inconceivable achievement of condensing anilines unsubstituted in para-position to analogues of Trögers base was successful. Adding our present results to our previous, makes it now possible to synthesize analogues of Trögers base halo-substituted in almost any desired position in each of its two aromatic rings. In addition the first X-ray structure of a dihalo-substituted analogue of Trögers base, 3,9-dibromo-4,10-dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine (17), is presented. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)}}, author = {{Hansson, Anna and Jensen, Jacob and Wendt, Ola and Wärnmark, Kenneth}}, issn = {{1434-193X}}, language = {{eng}}, number = {{16}}, pages = {{3179--3188}}, publisher = {{John Wiley & Sons Inc.}}, series = {{European Journal of Organic Chemistry}}, title = {{Synthesis of Dihalo-Substituted Analogues of Tröger’s Base from ortho- and meta-Substituted Anilines.}}, url = {{http://dx.doi.org/10.1002/ejoc.200300144}}, doi = {{10.1002/ejoc.200300144}}, volume = {{2003}}, year = {{2003}}, }