Chen Ying, Fields Kimberly B, Zhang X Peter
Department of Chemistry, University of Tennessee, Knoxville, TN 37996-1600, USA.
J Am Chem Soc. 2004 Nov 17;126(45):14718-9. doi: 10.1021/ja044889l.
5,10-Bis(2',6'-dibromophenyl)porphyrins bearing various substituents at the 10 and 20 positions were demonstrated to be versatile synthons for modular construction of chiral porphyrins via palladium-catalyzed amidation reactions with chiral amides. The quadruple carbon-nitrogen bond formation reactions were accomplished in high yields with different chiral amide building blocks under mild conditions, forming a family of D2-symmetric chiral porphyrins. Cobalt(II) complexes of these chiral porphyrins were prepared in high yields and shown to be active catalysts for highly enantioselective and diastereoselective cyclopropanation under a practical one-pot protocol (alkenes as limiting reagents and no slow addition of diazo reagents).
在10和20位带有各种取代基的5,10-双（2',6'-二溴苯基）卟啉被证明是通过与手性酰胺的钯催化酰胺化反应对手性卟啉进行模块化构建的通用合成子。四重碳-氮键形成反应在温和条件下与不同的手性酰胺结构单元高产率地完成，形成了一系列D2对称手性卟啉。这些手性卟啉的钴（II）配合物高产率制备，并被证明是在实际一锅法方案（烯烃作为限量试剂且不缓慢添加重氮试剂）下用于高对映选择性和非对映选择性环丙烷化的活性催化剂。
