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

Abstract

The reaction of L1H {L1H = 3-(N9-guaninyl)propionic acid} with Me 3 SnCl or (n-Bu 3 Sn) 2 O afforded the 1D coordination polymers, [Me 3 Sn(L1)] n (1) and [n-Bu 3 Sn(L1)] n (2) respectively. A reaction between L2H {L2H = 3-(N7-guaninyl)propionic acid} with Me 3 SnCl also afforded a 1D coordination polymer, [Me 3 Sn(L2)] n (3). A similar reaction between L3H [uracil-6-carboxylic acid] with (Ph 3 Sn) 2 O in a 2 : 1 ratio afforded a dimer [(n-Bu 3 SnL3) 2 •H 2 O] (4). A mononuclear compound [Me 3 Sn(L4)•H 2 O] (5) was obtained in a 1 : 1 reaction of 3-{N9-(2-aminopurinyl)}propanoic acid (L4H) with Me 3 SnCl. 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G), between inter-chain guanine units has been observed. Similarly a homo orotatequartet has been observed in 4 as a result of intermolecular interactions.

Invariant and Variable Supramolecular Self-Assembly in 6-Substituted Uracil Derivatives: Insights from X-ray Structures and Quantum Chemical Study

“…In general, one of the carbonyl oxygens of the uracil moiety has been involved in the metal coordination. − Specifically, in the mercury­(II) chloride complexed with uracil, two NH groups and a CO group have engaged in the N–H···O hydrogen bonds which generate a molecular tape comprising alternate R 2 2 (8) synthons, and the remaining CO group has been involved in the metal coordination with the mercury . In contrast, the NH and CO groups are engaged in hydrogen bonding interactions with a bis­(dithioureto) ligand in the Ni­(II)-uracil complex …”

Macromolecular Self‐Assembly of Organotin(IV) Squarates and Croconates – Preparation and Crystal Structures of [SnMe2(H2O)2]C4O4, [SnMe3]2C4O4, and [SnMe3(H2O)]2C5O5

“…Moreover, it is well‐established that numerous organotin derivatives have a highly diverse structural chemistry and give rise to a variety of macromolecular structures . These species are excellent targets for studies in the area of crystal engineering .…”