The use of a Pd/C catalyst in the liquid phase hydrogenation of various aromatic nitriles (benzonitrile, benzyl cyanide, 3-phenyl propionitrile and cinnamonitrile) has been studied in order to assess the effectiveness of this type of catalyst for this class of reaction. On modifying the nitrile substituent and upon introducing conjugation, varying degrees of conversion are observed. For benzyl cyanide and 3-phenylpropionitrile, incomplete mass balance profiles are linked to spill-over to the carbon support. In the case of benzonitrile hydrogenation, a hydrogenolytic step leads to a loss of selectivity to the primary amine to yield toluene with, ultimately, complete selectivity. Co-hydrogenation measurements on mixtures of benzonitrile and benzylamine indicate the presence of site-selective chemistry. Co-hydrogenation studies on mixtures of benzonitrile and benzyl cyanide highlight the competitive nature of the reaction system and, indirectly, establish a contribution from adsorbed imine species.

中文翻译：

---

负载钯催化剂在芳香腈加氢中的应用

已经研究了在各种芳族腈（苄腈，苄基氰，3-苯基丙腈和肉桂腈）的液相加氢中使用Pd / C催化剂，以评估此类催化剂对于此类反应的有效性。在修饰腈取代基和引入共轭时，观察到不同的转化率。对于苄基氰化物和3-苯基丙腈，质量平衡分布图不完整会导致溢出到碳载体上。在苄腈加氢的情况下，氢解步骤导致对伯胺的选择性丧失，最终得到完全选择性的甲苯。对苄腈和苄胺混合物的共氢化测量表明存在定点化学反应。