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Synthesis of amphipathic porphyrins and their photoinduced electron transfer reactions at the lipid bilayer-water interface.
Journal article   Peer reviewed

Synthesis of amphipathic porphyrins and their photoinduced electron transfer reactions at the lipid bilayer-water interface.

Kuo Chu Hwang, David Mauzerall, Richard W. Wagner and Jonathan S. Lindsey
Photochemistry and Photobiology, Vol.59(2), pp.145-151
02/1994

Abstract

A one flask synthesis of cis‐substituted amphipathic porphyrins is reported. These porphyrins were used to study electrostatic effects on photoinduced electron transfer across the lipid bilayer‐water interface. A neutral porphyrin undergoes only dynamic interfacial electron transfer reactions irrespective of charge of the acceptor, although ionic strength effects indicate a negative charge on the porphyrin donor species. A dianionic porphyrin forms an interfacial static complex with a dicationic electron acceptor, methyl viologen, at low ionic strength. The electron transfer rate within the complex is slow, 10 5 ∼ 10 6 s ‐1 , which is attributed to a near orthogonal orientation between the donor and the acceptor ∼ orbitals. Copyright © 1994, Wiley Blackwell. All rights reserved

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