Palladium‐catalysed aminocarbonylation of iodobenzene and 1‐iodocyclohexene with both enantiomerically pure and racemic 2,2’‐diamino‐1,1’‐binaphthalene (BINAM) as N‐nucleophile was carried out. The mono‐ and dicarboxamide enantiomers possessing axial chirality were synthesised using (S_ax)‐BINAM. In the possession of these reference compounds the partial chiral kinetic resolution of racemic BINAM was carried out using various optically active bidentate ligands such as (2S,4S)‐BDPP, (2S,3S)‐CHIRAPHOS and (R)‐BINAP. It was revealed by chiral HPLC measurements that up to 10 % enantiomeric excess of carboxamides can be achieved in this way. Although with low enantioselection, enantioselectve aminocarbonylation was carried out for the first time.

中文翻译：

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在钯催化剂存在下，通过2,2'-二氨基-1,1'-联萘与芳基和乙烯基碘的氨基羰基化合成轴向手性羧酰胺

以对映体纯和外消旋的2,2'-二氨基-1,1'-联萘（BINAM）作为N-亲核试剂，进行了钯催化的碘代苯和1-碘代环己烯的氨基羰基化反应。使用（S _ax）‐BINAM合成具有轴向手性的单羧酰胺和二羧酰胺对映体。在拥有这些参考化合物的情况下，外消旋BINAM的部分手性动力学拆分是使用各种旋光性双齿配体进行的，例如（2S，4S）-BDPP，（2S，3S）-CHIRAPHOS和（R）-BINAP。通过手性HPLC测量表明，以这种方式可以实现高达10％对映体过量的羧酰胺。尽管对映选择性低，但对映选择性氨基羰基化是第一次进行。