Chi Ki-Whan, Addicott Chris, Moon Mi-Eun, Lee Hyo Jin, Yoon Sung Chul, Stang Peter J
Department of Chemistry, University of Ulsan, Ulsan 680-749, Republic of Korea.
J Org Chem. 2006 Aug 18;71(17):6662-5. doi: 10.1021/jo060971i.
Flexible, ambidentate pyridyl-carboxylate based donor ligands such as sodium 3-(3-pyridyl)benzoate, sodium 4-(3-pyridyl)benzoate, and potassium 4-(3-pyridyl)ethynylbenzoate self-assemble into discrete [2 + 2] macrocyclic species instead of infinite networks when combined with a 90 degrees platinum-containing acceptor. In each case, only one isomeric ensemble is selectively formed in high yield. All products are characterized by electrospray ionization mass spectrometry (ESI-MS) and 31P{1H} and 1H NMR spectroscopy. They are the first examples of discrete supramolecules incorporating flexible, ambidentate donor ligands. Despite their potential versatility, these pyridyl-carboxylate donors adjust their bonding directionality to accommodate a rigid platinum acceptor in the formation of one discrete ensemble.
柔性双齿吡啶羧酸基供体配体,如3-(3-吡啶基)苯甲酸钠、4-(3-吡啶基)苯甲酸钠和4-(3-吡啶基)乙炔基苯甲酸钾,与含90度角的铂受体结合时,会自组装成离散的[2 + 2]大环物种,而不是无限网络。在每种情况下,仅选择性地高产率形成一种异构体组合。所有产物均通过电喷雾电离质谱(ESI-MS)以及31P{1H}和1H NMR光谱进行表征。它们是包含柔性双齿供体配体的离散超分子的首个实例。尽管这些吡啶羧酸供体具有潜在的多功能性,但在形成一种离散组合时,它们会调整其键合方向性以适应刚性铂受体。