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.
Original language | English |
---|---|
Pages (from-to) | 1222-1227 |
Number of pages | 6 |
Journal | Journal of Porphyrins and Phthalocyanines |
Volume | 8 |
Issue number | 10 |
DOIs | |
Publication status | Published - 2004 |
Externally published | Yes |
Keywords
- Bromination
- Organometallic
- Palladium
- Porphyrins
ASJC Scopus subject areas
- Chemistry(all)