Coordination self-assembly of tetranuclear Pt(ii) macrocycles with an organometallic backbone for sensing of acyclic dicarboxylic acidsElectronic supplementary information (ESI) available: Crystallographic details of 1a and 2b; IR, NMR (1H and 31P) and ESI-MS spectrum of 1, 2a-2c are available. CCDC 895738 (1a) and 895739 (2b). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c2dt31828h
Coordination self-assembly of a series of tetranuclear Pt( ii ) macrocycles containing an organometallic backbone incorporating ethynyl functionality is presented. The 1 : 1 combination of a linear acceptor 1,4-bis[ trans -Pt(PEt 3 ) 2 (NO 3 )(ethynyl)]benzene ( 1 ) with three different dipyridyl do...
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Zusammenfassung: | Coordination self-assembly of a series of tetranuclear Pt(
ii
) macrocycles containing an organometallic backbone incorporating ethynyl functionality is presented. The 1 : 1 combination of a linear acceptor 1,4-bis[
trans
-Pt(PEt
3
)
2
(NO
3
)(ethynyl)]benzene (
1
) with three different dipyridyl donor 'clips' (
L
a
-L
c
) afforded three [2 + 2] self-assembled Pt
II
4
macrocycles (
2a-2c
) in quantitative yields, respectively [
L
a
= 1,3-bis(3-pyridyl)isothalamide;
L
b
= 1,3-bis(3-pyridyl)ethynylbenzene;
L
c
= 1,8-bis(4-pyridyl)ethynylanthracene]. These macrocycles were characterized by multinuclear NMR (
1
H and
31
P); ESI-MS spectroscopy and the molecular structures of
2a
and
2b
were established by single crystal X-ray diffraction analysis. These macrocycles (
2a-2c
) are fluorescent in nature. The amide functionalized macrocycle
2a
is used as a receptor to check the binding affinity of aliphatic acyclic dicarboxylic acids. Such binding affinity is examined using fluorescence and UV-Vis spectroscopic methods. A solution state fluorescence study showed that macrocycle
2a
selectively binds (
K
SV
= 1.4 × 10
4
M
−1
) maleic acid by subsequent enhancement in emission intensity. Other aliphatic dicarboxylic acids such as fumaric, succinic, adipic, mesaconic and itaconic acids caused no change in the emission spectra; thereby demonstrating its potential use as a macrocyclic receptor in distinction of maleic acid from other aliphatic dicarboxylic acids.
A series of Pt
II
4
-metallamacrocycles has been synthesized and one of them is tested as fluorescent sensor for the discrimination of maleic acid from other acyclic dicarboxylic acids. |
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ISSN: | 1477-9226 1477-9234 |
DOI: | 10.1039/c2dt31828h |