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Efficiency of Dinucleosides as the Backbone to Pre-Organize Multi-Porphyrins and Enhance Their Stability as Sandwich Type Complexes with DABCO

CNRS, LCC (Laboratoire de Chimie de Coordination), 205 Route de Narbonne, 31077 Toulouse France and Université de Toulouse, UPS, INPT, 31077 Toulouse, France
Laboratory of Supramolecular and Nucleoside Chemistry, Rudjer Boskovic Institute, Bijenicka cesta 54, HR-10002 Zagreb, Croatia
Author to whom correspondence should be addressed.
Current Address: Novartis Pharma AG, CH-4056 Basel, Switzerland
Molecules 2017, 22(7), 1112;
Received: 10 April 2017 / Accepted: 28 June 2017 / Published: 6 July 2017
PDF [2151 KB, uploaded 6 July 2017]


Flexible linkers such as uridine or 2′-deoxyuridine pre-organize bis-porphyrins in a face-to-face conformation, thus forming stable sandwich complexes with a bidentate base such as 1,4-diazabicyclo[2.2.2]octane (DABCO). Increased stability can be even greater when a dinucleotide linker is used. Such pre-organization increases the association constant by one to two orders of magnitude when compared to the association constant of DABCO with a reference porphyrin. Comparison with rigid tweezers shows a better efficiency of nucleosidic dimers. Thus, the choice of rigid spacers is not the only way to pre-organize bis-porphyrins, and well-chosen nucleosidic linkers offer an interesting option for the synthesis of such devices. View Full-Text
Keywords: porphyrins; nucleosides; supramolecular complexes porphyrins; nucleosides; supramolecular complexes

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Merkaš, S.; Bouatra, S.; Rein, R.; Piantanida, I.; Zinic, M.; Solladié, N. Efficiency of Dinucleosides as the Backbone to Pre-Organize Multi-Porphyrins and Enhance Their Stability as Sandwich Type Complexes with DABCO. Molecules 2017, 22, 1112.

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