127572-74-1Relevant articles and documents
Synthesis of Porphyrin Quinones with Aliphatic and Cycloaliphatic Bridges as Model Compounds for Studying the Light-Induced Charge Separation in Photosynthesis
Gersdorff, Joerg von,Kirste, Burkhard,Kurreck, Harry
, p. 897 - 904 (2007/10/02)
Covalently linked porphyrin quinones (P-Qs) are well-suited as biomimetic model compounds in studying the light-induced charge separation occurring in primary processes of photosynthesis.We report on a synthetic strategy which leads to P-Qs with the porphyrin donor covalently linked to the quinone acceptor via aliphatic and cycloaliphatic spacers.Preparation of two diastereomeric cyclohexylene-bridged P-Qs 1 and 2 and of 3 bearing a butylene spacer is described.Structures, including the spatial arrangements of the donor, bridge and acceptor, are determined by various NMR techniques.These data are compared with those deduced from simple force-field calculations using the molecular modelling program ALCHEMY II (Tripos Associates) and MNDO (MOPAC-6) calculations. Key words: Porphyrins; quinones; cyclohexanes, 1,4-disubstituted; photochemistry; calculations, force-field, MNDO.