Organostannoxane-supported nucleobase arrays: synthesis and supramolecular structures of polymeric and molecular organotin complexes containing guanine, uracil and 2-aminopurine?

CrystEngComm Pub Date: 2016-05-11 DOI: 10.1039/C6CE00719H

Abstract

The reaction of L1H {L1H = 3-(N9-guaninyl)propionic acid} with Me3SnCl or (n-Bu3Sn)2O afforded the 1D coordination polymers, [Me3Sn(L1)]n (1) and [n-Bu3Sn(L1)]n (2) respectively. A reaction between L2H {L2H = 3-(N7-guaninyl)propionic acid} with Me3SnCl also afforded a 1D coordination polymer, [Me3Sn(L2)]n (3). A similar reaction between L3H [uracil-6-carboxylic acid] with (Ph3Sn)2O in a 2?:?1 ratio afforded a dimer [(n-Bu3SnL3)2·H2O] (4). A mononuclear compound [Me3Sn(L4)·H2O] (5) was obtained in a 1?:?1 reaction of 3-{N9-(2-aminopurinyl)}propanoic acid (L4H) with Me3SnCl. Complexes 1–5 show rich supramolecular structures in the solid state as a result of several intermolecular interactions. Thus, in the one-dimensional coordination polymer 3, triple hydrogen bonding (G[triple bond, length as m-dash]G), between inter-chain guanine units has been observed. Similarly a homo orotatequartet has been observed in 4 as a result of intermolecular interactions.

Graphical abstract: Organostannoxane-supported nucleobase arrays: synthesis and supramolecular structures of polymeric and molecular organotin complexes containing guanine, uracil and 2-aminopurine
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