3.7. Palladium Nanoparticles as Catalysts 888 3.8. Other Transition-Metal Complexes 888 3.9. Transition-Metal-Free Reactions 889 4. Applications 889 4.1. Alkynylation of Arenes 889 4.2. Alkynylation of Heterocycles 891 4.3. Synthesis of Enynes and Enediynes 894 4.4. Synthesis of Ynones 896 4.5. Synthesis of Carbocyclic Systems 897 4.6. Synthesis of Heterocyclic Systems 898 4.7. Synthesis of Natural Products 903 4.8. Synthesis of Electronic and Electrooptical Molecules 906

https://www.chem.ccu.edu.tw/~joyce/referance/ericyang/Chem.%20Rev/Chem.%20Rev.%202007,%20107,%20874-922.pdf

The Sonogashira Reaction: A Booming Methodology in Synthetic Organic Chemistry†

9.2. Protein-Based Hg(II) Detectors 3467 9.3. Oligonucleotide-Based Hg(II) Detector 3467 9.4. DNAzyme-Based Hg(II) Detectors 3469 9.5. Antibody-Based Hg(II) Detector 3469 10. Mercury Detectors Based on Materials 3469 10.1. Soluble and Fluorescent Polymers 3469 10.2. Membranes, Films, and Fibers 3471 10.3. Micelles 3473 10.4. Nanoparticles 3473 11. Perspectives 3474 12. Addendum 3475 12.1. Small Molecules 3475 12.2. Biomolecules 3477 12.3. Materials 3477 13. List of Abbreviations 3477 14. Acknowledgments 3478 15. References 3478

Tools and tactics for the optical detection of mercuric ion.

Design principles of fluorescent molecular sensors for cation recognition

Yuming Yang,†,§ Qiang Zhao,‡,§ Wei Feng,† and Fuyou Li*,† †Department of Chemistry and State Key Laboratory of Molecular Engineering of Polymers and Institutes of Biomedical Sciences, Fudan University, Shanghai 200433, P. R. China ‡Key Laboratory for Organic Electronics and Information Displays (KLOEID) and Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing 210046, P. R. China.

Luminescent chemodosimeters for bioimaging.

Exposure to even very low levels of lead, cadmium, and mercury ions is known to cause neurological, reproductive, cardiovascular, and developmental disorders, which are more serious problems for children particularly. Accordingly, great efforts have been devoted to the development of fluorescent and colorimetric sensors, which can selectively detect lead, cadmium, and mercury ions. In this critical review, the fluorescent and colorimetric sensors are classified according to their receptors into several categories, including small molecule based sensors, calixarene based chemosensors, BODIPY based chemosensors, polymer based chemosensors, DNA functionalized sensing systems, protein based sensing systems and nanoparticle based sensing systems (197 references).

Fluorescent and colorimetric sensors for detection of lead, cadmium, and mercury ions

There is an increasing interest in the early detection of toxic metals in the environment. In this context, fluorescence is a very attractive detection method because of its intrinsic sensitivity, its response time and the possibility of imaging via fluorescence microscopy. Of the various complexing units available for the detection of toxic metal ions (chelators, open-chain structures, crown-ethers, cryptands), calixarenes offer distinct advantages in term of selectivity and the easy incorporation of a fluorophore into the structure. In this microreview, after recalling the main classes offluorescent molecular sensors based on cation-induced changes in excited-state processes (photoinduced electron- or charge-transfer, excimer formation, energy transfer), we present various calixarene-based sensors designed for the detection of caesium, mercury, lead and cadmium.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

Calixarene‐Based Fluorescent Molecular Sensors for Toxic Metals

A highly sensitive and selective fluorescent molecular sensor for Pb(II) based on a calix[4]arene bearing four dansyl groups

The syntheses and properties of two calixarene-based fluorescent molecular sensors are reported. These comprise tert-butylcalix[4]arene either with one appended fluorophore and three ester groups (Calix-AMN1), or with four appended fluorophores (Calix-AMN4). The fluorophore is 6-acyl-2-methoxynaphthalene (AMN), which contains an electron-donating substituent (methoxy group) conjugated to an electron-withdrawing substituent (carbonyl group); this allows photoinduced charge transfer (PCT) to occur upon excitation. The investigated fluoroionophores thus belong to the family of PCT fluorescent molecular sensors. In addition to the expected red shifts of the absorption and emission spectra upon cation binding, a drastic enhancement of the fluorescence quantum yield—in an “off–on” fashion comparable to that seen in photoinduced electron transfer (PET) molecular sensors—was observed. For Calix-AMN1, it increases from 10−3 for the free ligand to 0.68 for the complex with Ca2+. This exceptional behaviour can be interpreted in terms of the relative locations of the nπ* and ππ* levels, which depend on the charge density of the bound cation. For Calix-AMN4, in addition to the photophysical effects observed for Calix-AMN1, interactions between the chromophores by complexation with some cations have been found in the ground state (hypochromic effect) and in the excited state (excimer formation). Steady-state fluorescence anisotropy measurements for the system Na+⊂Calix-AMN4, show a depolarization effect due to energy transfer (homotransfer) between the fluorophores. Regarding the complexing properties, a high selectivity for Na+ over K+, Li+, Ca2+ and Mg2+ was observed in ethanol and ethanol–water mixtures. The selectivity (Na+/other cations) expressed as the ratio of the stability constants was found to be more than 400.

Synthesis and photophysical and cation-binding properties of mono- and tetranaphthylcalix[4]arenes as highly sensitive and selective fluorescent sensors for sodium.

Isabelle Leray

Papers

Calixarene‐Based Fluorescent Molecular Sensors for Toxic Metals

A highly sensitive and selective fluorescent molecular sensor for Pb(II) based on a calix[4]arene bearing four dansyl groups

Synthesis and photophysical and cation-binding properties of mono- and tetranaphthylcalix[4]arenes as highly sensitive and selective fluorescent sensors for sodium.

Highly Selective and Sensitive Phosphane Sulfide Derivative for the Detection of Hg2+ in an Organoaqueous Medium

Design Principles of Fluorescent Molecular Sensors for Cation Recognition