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http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/5125| Title: | Ferrocene-linked thymine/uracil conjugates: Base pairing directed self-assembly and supramolecular packing |
| Authors: | Patwa, Amit N. Gupta, Susmita Gonnade, Rajesh G. Kumar, Vaijayanti A. Bhadbhade, Mohan M. GANESH, KRISHNA N. Dept. of Chemistry |
| Keywords: | Molecular Recognition Bioorganometallic Chemistry Crystal-Structure DNA Derivatives Binding Quadruplex Receptors Complexes Systems |
| Issue Date: | Feb-2008 |
| Publisher: | American Chemical Society |
| Citation: | Journal of Organic Chemistry, 73(4), 1508-1515. |
| Abstract: | Ferrocene-linked bis(nucleobase) (1a−c) and chimeric nucleobase (1d) conjugates have been synthesized from mono- and bis(hydroxybutyl)ferrocene 6 via Mitsunobu reaction as the key step. X-ray crystallographic studies of ferrocene bis(nucleobase) conjugates reveal two-dimensional supramolecular organizations of backbones through self-assembled Watson−Crick and reverse Watson−Crick type pairs. Ferrocene−bis(thymine) conjugate self-assembles by reverse Watson−Crick pairing, while the corresponding bis(uracil) conjugate self-assembles by alternating WC and reverse WC type pairing. Such continuous assemblies are not seen in monosubstituted ferrocene nucleobase conjugates which form only planar sheets. The results are interesting from the point of understanding and engineering supramolecular assemblies through rational design of base pairing patterns. |
| URI: | http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/5125 https://doi.org/10.1021/jo7023416 |
| ISSN: | 0022-3263 |
| Appears in Collections: | JOURNAL ARTICLES |
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