243835-38-3

Upstream product

• 145483-66-5 1,4-bis(dodecyloxy)-2,5-diiodobenzene 
• 137436-30-7 2,5-dibromo-1,4-didodecyloxybenzene 
• 3230-09-9 1,4-bis-dodecyloxy-benzene 
• 277316-22-0 1,4-bis(3-hydroxy-3-methyl-1-butynyl)-2,5-di(dodecyloxy)benzene 

Downstream Products

• 243835-42-9 1-ethynyl-2,5-di(dodecyloxy)-4-[(2,6-bis(2-pyridinyl)pyridine-4-yl)ethynyl]benzene 
• 313947-70-5 1-(2-methyl-3-butyn-2-ol)-4-(2,2'-bipyridin-5-ylethynyl)-2,5-didodecyloxybenzene 
• 277316-25-3 1-(3-hydroxy-3-methyl-1-butynyl)-2,5-di(dodecyloxy)-4-[(2,6-bis(2-pyridinyl)pyridine-4-yl)ethynyl]benzene 
• 313947-71-6 1-[1-(2,2'-bipyridin-5-ylethynyl)-4-(2,2'-bipyridin-5,5'-yldiethynyl)-2,5-didodecyloxybenzene]-4-(2-methyl-3-butyn-2-ol)-2,5-didodecyloxybenzene 
• 287478-26-6 1-(2,2'-bipyridin-5-ylethynyl)-4-ethynyl-2,5-didodecyloxybenzene 
• 287478-28-8 1-(2,2'-bipyridin-5-ylethynyl)-4-(2,2'-bipyridin-5-ylethynyl-5-bromo)-2,5-didodecyloxybenzene 
• 287478-30-2 1-[1-(2,2'-bipyridin-5-ylethynyl)-4-(2,2'-bipyridin-5,5'-yldiethynyl)-2,5-didodecyloxybenzene]-4-ethynyl-2,5-didodecyloxybenzene 
• 243835-44-1 1-[(4-bromo-2,5-di(dodecyloxy)phenyl)ethynyl]-2,5-di(dodecyloxy)-4-[(2,6-bis(2-pyridinyl)pyridine-4-yl)ethynyl]benzene 
• 1353054-14-4 1-(3-methyl-3-hydroxy-1-butynyl)-4-[1-iodo-2,5-di(dodecyloxy)benzene-4-ylethynyl]-2,5-didodecyloxybenzene 

Relevant academic research and scientific papers

Sequential synthesis of rigid multi-bipyridine ligands bearing diethynyl/phenyl solubilizing fragments

Reliable and practical synthetic routes for the construction of multitopic bipyridine ligands are presented. The first series contains the chelating fragments connected via an ethynyl function and the second series is built from an alternation of ethynyl/phenyl/bipyridine modules. The synthetic protocol is based on sequential Pd-promoted cross-coupling reactions between selected bis-bpy or ethynyl/phenyl/bpy intermediates of increasing size. The ligands bearing functionalized 1,4-diethynyl-2,5- di(dodecyloxy)benzene subunits are soluble in chlorinated solvents. (C) 2000 Elsevier Science Ltd.

Oligo(p-phenylene ethynylene)-BODIPY derivatives: Synthesis, energy transfer, and quantum-chemical calculations

The synthesis and energy-transfer properties of a series of oligo(p-phenylene ethynylene)-BODIPY (OPEB) cassettes are reported. A series of oligo(p-phenylene ethynylene)s (OPEs) with different conjugated chain lengths as energy donor subunit in the energy-transfer system were capped at both ends with BODIPY chromophores as energy-acceptor subunits. The effect of the conjugated chain of OPEs on energy transfer in the OPEB cassettes was investigated by UV/Vis and fluorescence spectroscopy and modeling. With increasing number n of phenyl acetylene units (n=1-7), the absorption and emission maxima of OPEn are bathochromically shifted. In the OPEBn analogues, the absorption maximum assigned to the BODIPY moieties is independent of the length of the OPE spacer. However, the relative absorption intensity of the BODIPY band decreases when the number of phenyl acetylene units is increased. The emission spectra of OPEBn are dominated by a band peaking at 613 nm, corresponding to emission of the BODIPY moieties, regardless of whether excitation is at 420 or 550 nm. Furthermore, a very small band is observed with a maximum between 450 and 500 nm, and its intensity relative to that of the BODIPY emission increases with increasing n, that is, the excited state of OPE subunits is efficiently quenched in OPEBn by energy transfer to the BODIPY moieties. Energy transfer (ET) from OPEn to BODIPY in OPEBn is very efficient (all φET values are greater than 98 %) and only slightly decreases with increasing length of the OPE units. These results are supported by theoretical studies that show very high energy transfer efficiency (φET>75 %) from the OPE spacer to the BODIPY end-groups for chains with up to 15-20 units.

Synthesis of soluble bis-terpyridine ligands bearing ethynylene- phenylene spacers

Soluble and rigid terpyridine-based ditopic ligands bearing one to five phenylene/ethynylene modules have been synthesized by way of a stepwise procedure. Each module is attached to the terpyridine unit via an ethynylene fragment and functionalized at the