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Remarkable regioselective position-10 bromination of bacteriopyropheophorbide-a and ring-b reduced pyropheophorbide-a

  • Manivannan Ethirajan
  • , Penny Joshi
  • , White H. William
  • , Kei Ohkubo
  • , Shunichi Fukuzumi
  • , Ravindra K. Pandey

Research output: Contribution to journalArticlepeer-review

40 Scopus citations

Abstract

Both bacteriopyropheophorbide-a and ring-B reduced pyropheophorbide-a on reacting with NBS (N-bromosuccinamide) undergo electrophilic bromination to provide 10-bromo analogs. The electronic nature of the substituents present at position-3 did not make any difference in the regioselective outcome of the brominated products. These relatively stable brominated chlorins and bacteriochlorins provide an easy way of introducing a wide variety of functionalities, which could be extremely useful in developing improved agents for biomedical applications and supramolecular chemistry.

Original languageEnglish
Pages (from-to)1956-1959
Number of pages4
JournalOrganic Letters
Volume13
Issue number8
DOIs
StatePublished - 15 Apr 2011

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