Selective meso-monobromination of 5,15-diarylporphyrins via organopalladium porphyrins
Kato, Aiko, Hartnell, Regan D., Yamashita, Masahiro, Miyasaka, Hiroshi, Sugiura, Ken-ichi, & Arnold, Dennis P. (2004) Selective meso-monobromination of 5,15-diarylporphyrins via organopalladium porphyrins. Journal of Porphyrins and Phthalocyanines, 8(10), pp. 1222-1227.
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Abstract
The selective meso-monobromination of 5,15-diarylporphyrins is difficult to achieve and extensive chromatography is required to obtain pure products. A sequence of (i) dibromination, (ii) selective monoinsertion of [Pd(dppe)] [dppe = 1,2-bis(diphenylphosphino)ethane] and (iii) hydrodepalladation using methanolic base affords pure monobromoporphyrins in typically ≥60% overall yield without isolation of the organopalladium porphyrin. Monobromo derivatives of even highly lipophilic 5,15-diarylporphyrins are thus readily available without tedious, expensive and environmentally undesirable chromatography.
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| ID Code: | 1013 |
|---|---|
| Item Type: | Journal Article |
| Additional URLs: | |
| Keywords: | porphyrins, organometallic, palladium, bromination |
| ISSN: | 1088-4246 |
| Subjects: | Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > OTHER CHEMICAL SCIENCES (039900) > Organometallic Chemistry (039904) |
| Divisions: | Past > QUT Faculties & Divisions > Faculty of Science and Technology |
| Copyright Owner: | Copyright 2004 Society of Porphyrins and Phthalocyanines |
| Copyright Statement: | Reproduced in accordance with the copyright policy of the publisher. |
| Deposited On: | 12 Apr 2005 |
| Last Modified: | 29 Feb 2012 23:30 |
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