Department of Chemistry, Case Western Reserve University, 10900 Euclid Avenue, Cleveland, Ohio 44106, USA.
Chemistry. 2012 May 14;18(20):6316-27. doi: 10.1002/chem.201102502. Epub 2012 Mar 30.
One gold(I)-substituted styrylbenzene, six digold(I) distyrylbenzenes, one tetragold distyrylbenzene, and four digold distyrylnaphthalene complexes were synthesized using base-promoted auration, alkynylation, triazolate formation, and Horner-Wadsworth-Emmons reactions. The gold(I) fragments are either σ-bonded to the aromatic system, or they are attached through an alkynyl or triazolate spacer. Product formation was monitored using (31)P{(1)H} NMR spectroscopy. Systems in which gold(I) binds to the central benzene ring or the terminal phenyl rings were designed. All of these complexes have strong ultraviolet absorptions and emit blue light. The position of the gold(I) attachment influences the luminescence efficiency. Complexes with two gold(I) fragments attached to the ends of the conjugated system have fluorescence quantum yields up to 0.94, when using 7-diethylamino-4-methylcoumarin as the emission standard. Density-functional theory calculations on three high-yielding emitters suggest that luminescence originates from the distyrylbenzene or -naphthalene bridge.
使用碱促进的金取代反应、炔基化反应、三唑形成反应和霍纳-沃兹沃思-埃蒙斯反应,合成了一种金(I)取代的苯乙烯基苯、六种二金(I)二苯乙烯基苯、一种四金二苯乙烯基苯和四种二金二苯乙烯基萘络合物。金(I)片段通过σ键合连接到芳香体系,或者通过炔基或三唑间隔物连接。使用(31)P{(1)H} NMR 光谱监测产物形成。设计了金(I)与中央苯环或末端苯环结合的系统。所有这些络合物都具有很强的紫外吸收并发射蓝光。金(I)的附着位置会影响发光效率。具有两个金(I)片段附着在共轭体系末端的络合物的荧光量子产率高达 0.94,当使用 7-二乙氨基-4-甲基香豆素作为发射标准时。对三个高产发光体的密度泛函理论计算表明,发光源于二苯乙烯基苯或萘桥。