Zong Ruifa, Wang Dong, Hammitt Richard, Thummel Randolph P
Department of Chemistry, 136 Fleming Building, University of Houston, Houston, Texas 77204-5003, USA.
J Org Chem. 2006 Jan 6;71(1):167-75. doi: 10.1021/jo051937r.
[reactions: see text] A series of 12 bridging ligands was prepared. These ligands include a central linker appended to two 1,8-naphthyrid-2-yl or two 1,10-phenanthrolin-2-yl units. The linkers include pyridazin-3,6-diyl, 1,8-naphthyrid-2,7-diyl, 2,2'-bipyrid-6,6'-diyl, 1,10-phenanthrolin-2,9-diyl, 1,2-di(2'-pyrid-6'-yl)ethyne, and 3,6-di(2'-pyrid-6'-yl)pyridazine. The ligands were synthesized from the diacetyl derivative of the central linker by a Friedländer condensation with either 2-aminonicotinaldehyde or 8-amino-7-quinolinecarbaldehyde. The precursor diacetyl derivatives were, in turn, prepared by pathways involving Stille and Sonogashira couplings. Examination of the electronic absorption spectra of the bridging ligands shows the strongest correlation to be between pairs of ligands having the same central linker. Complexation studies will follow.
[反应:见正文] 制备了一系列12种桥联配体。这些配体包括连接到两个1,8-萘啶-2-基或两个1,10-菲咯啉-2-基单元的中心连接基。连接基包括哒嗪-3,6-二基、1,8-萘啶-2,7-二基、2,2'-联吡啶-6,6'-二基、1,10-菲咯啉-2,9-二基、1,2-二(2'-吡啶-6'-基)乙炔和3,6-二(2'-吡啶-6'-基)哒嗪。这些配体是通过中心连接基的二乙酰衍生物与2-氨基烟醛或8-氨基-7-喹啉甲醛进行Friedländer缩合反应合成的。而前体二乙酰衍生物则通过涉及Stille和Sonogashira偶联的途径制备。对桥联配体的电子吸收光谱研究表明,具有相同中心连接基的配体对之间的相关性最强。随后将进行络合研究。