6606-68-4Relevant articles and documents
Two polymorphs and cocrystal of styryl-pyridine derivatives with tuned emission induced by Co2+ and Zn(phen)32+
Zhang, Ruilong,Zhang, Qiong,Liu, Zhaodi,Yang, Longmei,Wu, Jieying,Zhou, Hongping,Yang, Jiaxiang,Tian, Yupeng
, p. 2039 - 2044 (2014/03/21)
A styryl-pyridine derivative, 2,5-dibutoxy-1,4-bis[2-(4-pyridyl)ethenyl] benzene (L), has been designed and synthesised. Two polymorphs of L and crystals of [Zn(phen)3]2L(ClO4)4 were obtained by different crystallisation conditions. Polymorph-α was prepared by a solvent evaporation method. However, polymorph-β and a cocrystal of [Zn(phen)3]2L(ClO4)4 were obtained by different inducing reagents. It has been found that there are, in total, four independent conformations of the molecule L in the three kinds of crystals. We have calculated the standard molar enthalpy of formation (ΔHm) of each conformation and demonstrated that the stabilisation energy of each conformation significantly relies on both the planarity of the molecules (L) and bond length of conjugated bridges. Furthermore, the photophysical properties of the three kinds of crystals also exhibit differences in the vibration and absorption spectroscopies, solid-state photoluminescence and time-resolved fluorescence, which may arise from the chromophore's stacking modes and the intermolecular electronic interactions in the crystals. These results revealed that the optical properties of functional organic materials could be tuned by controlling their crystallisation environment for a specific molecule. The Royal Society of Chemistry 2014.
Preparative fluorous mixture synthesis of diazonium-functionalized oligo(phenylene vinylene)s
Jian, Huahua,Tour, James M.
, p. 3396 - 3424 (2007/10/03)
(Chemical Equation Presented) A series of building blocks for the synthesis of oligo(phenylene vinylene)s (OPVs) and hybrid oligomers were prepared, and alternating Heck coupling and Horner-Wadswoth-Emmons (HWE) reactions were used to couple the building blocks. Model studies were carried out to optimize the reaction strategies. The products were made to bear aryl diazonium functionalities that allow them to be used as surface grafting moieties in hybrid silicon/molecule assemblies. A library of OPV and hybrid oligomer tetramers was synthesized using fluorous mixture synthesis (FMS). The fluorous tags, which are secondary amines bearing different numbers of fluorine atoms, were synthesized and used as phase tags in mixture synthesis. The tags and substrates were anchored together by triazene linkages. The mixture synthesis was monitored by analytical HPLC on a fluorous column, and isolation of final OPV and hybrid oligomer tetramers was achieved by preparative HPLC. At the end of the FMS, after demixing, the tagged products were detagged by cleaving the triazene linkage and generating a series of aryl diazonium compounds. The fluorous tags could be recovered and reused. The NMR spectra of the 1-aryl-3,3-dialkyltriazenes are discussed.
