Conditions for an efficient ligand-, copper-, and amine-free palladium-catalyzed Sonogashira reaction of aryl iodides and bromides with terminal alkynes have been developed. Critical to the success of this new protocol is the use of tetrabutylammonium acetate as the base. Noteworthy features of this method are room-temperature conditions and the tolerance of a broad range of functional groups i...

In the present work, we describe the synthesis of a single-chain, phenylene-modified bolalipid with two phosphocholine headgroups, PC-C18pPhC18-PC, using a Sonogashira cross-coupling reaction as a key step. The aggregation behaviour was studied as a function of temperature using transmission electron microscopy (TEM), differential scanning calorimetry (DSC), Fourier-transform infrared (FTIR) sp...

Three alkynyl-functionalised, hand-shaped, highly fluorescent and stable emitters, namely, 2-tert-butyl-4,5,7,9,10-pentakis(p-R-phenylethynyl)pyrenes have been successfully synthesized via a Pd/Cu-catalysed Sonogashira cross-coupling reaction. The chemical structures of the alkynylpyrenes were fully characterized by their (1)H/(13)C NMR spectra, mass spectroscopy and elemental analysis. Synchro...

A novel conjugated polymer (PDBDBM) was developed by the polymerization of 1,4-dioctyloxy-2,5-diethynylbenzene with 1,3-bis(4-bromophenyl)propane-1,3-dione based on Pd-catalyzed Sonogashira-coupling reaction. The obtained polymer PDBDBM exhibited bright green photoluminescence under UV irradiation. According to the metal ion titration experiments, PDBDBM showed high sensitivity and selectivity ...

A series of photochromic 2,2,4,6-tetraaryl-2 H -benzo[ h ]chromenes have been efficiently synthesised by two complementary strategies employing the condensation 1,1,3-triarylprop-2-yn-1-ols with 4-substituted 1-naphthols and Suzuki cross-coupling chemistry. The novel 1,1,3-triarylpropynols were readily obtained either addition an arylacetylide to requisite benzophenones or a Sonogashira couplin...

The synthesis and reactivity of indole derivatives substituted in the benzene section was studied. Starting materials 4- and 6-iodoindole were conveniently prepared via the Batcho-Leimgruber route and purified by sublimation. Novel vicinally indolyl-substituted cyclopentanols with unexpected cis-configuration were formed by SmI2-mediated reductive dimerization of a 4-(indol-6-yl)butenone, obtai...

A series of meso arylethynyl BODIPYs (2a-2h) were designed and synthesized by the Pd-catalyzed Sonogashira cross-coupling reaction. The effects of the donor on the photophysical properties of the BODIPYs were explored. The DFT optimized structures and crystal structures show the planar orientation of the donor group with respect to the acceptor BODIPY, which favors a high degree of conjugation ...

Treatment of 1,3-bis(3'-butylimidazolyl-1'-yl)benzene diiodide with elemental sulfur in the presence of a base produced a bis(N-heterocyclic thione) (NHT) pincer ligand precursor. Its reaction with PdCl2(CH3CN)2 produced chloro[1,3-bis(3'-butylimidazole-2'-thione-κ-S)benzene-κ-C]palladium(ii), a 6,6-fused ring SCS-NHT palladium pincer complex. This air stable compound is, to our knowledge, the ...

This paper describes the synthesis and the spectroscopic characterisation of cis-dichloro[N-(4-(17alpha-ethynylestradiolyl)-benzyl)-ethylenediamine]platinum(II) and cis-diamino[2-(4-(17alpha-ethynylestradiolyl)-benzoylamino)-malonato]platinum(II). These complexes were synthesised in good yield according to multi-step procedures based on the classical and non-classical Sonogashira coupling react...

Fluorescent conjugated polymers (FCPs) have been explored for selective detection of metal cations with ultra-sensitivity in environmental and biological systems. Herein, a new FCP sensor, tmeda-PPpETE (poly[(pentiptycene ethynylene)-alt-(thienylene ethynylene)] with a N,N,N′-trimethylethylenediamino receptor), has been designed and synthesized via Sonogashira cross-coupling reaction with the g...