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A novel example of double reactivity by either photochemical [2+2] or thermal additions of an ionic organic supramolecular assembly
An example of double reactivity in the solid state was achieved from a single binary array directed by charge-assisted hydrogen bonds assembled via mechanochemistry: [(HFu − )(Im + )] ( 1 ). The photochemical transformation of 1 occurs via a topotactic fashion with a quantitative yield followed by a...
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| Published in: | New journal of chemistry 2015-01, Vol.39 (6), p.4965-4971 |
|---|---|
| Main Authors: | , , |
| Format: | Article |
| Language: | English |
| Citations: | Items that this one cites Items that cite this one |
| Online Access: | Get full text |
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| Summary: | An example of double reactivity in the solid state was achieved from a single binary array directed by charge-assisted hydrogen bonds assembled
via
mechanochemistry: [(HFu
−
)(Im
+
)] (
1
). The photochemical transformation of 1 occurs
via
a topotactic fashion with a quantitative yield followed by a second grinding-irradiation cycle. The recrystallisation of the photoproduct produces a novel hydrogen supramolecular isomer of [(
rctt
-H
2
Cbtc
2−
)(Im
+
)
2
] (
2
). Another example of the regioselective and quantitative preparation of
rtct
-cyclobutane isomers was obtained from the controlled isomerisation of
2
under hydrothermal conditions. Upon heating, 1 produced an unexpected hydroamination product (
3
) in almost quantitative yield. The stereochemistry of products
2
and
3
was confirmed by X-ray single crystal diffraction analysis. |
|---|---|
| ISSN: | 1144-0546 1369-9261 |
| DOI: | 10.1039/C5NJ00678C |