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Herein, we report the development of a new platform of <jats:italic>P<\/jats:italic>,<jats:italic>N<\/jats:italic>\u2010ligands consisting of ylide\u2010functionalized phosphines with aminophosphonium groups (NYPhos) to address this challenge. These phosphine ligands are easily accessible in a wide structural diversity with highly modular electronic and steric properties. Based on a family of 14 ligands the selective monoarylation of acetone as well as other challenging ketones and amides was accomplished with record\u2010setting activities even for aryl chlorides at room temperature including late\u2010stage functionalizations of drug molecules. Moreover, ammonia and other small primary amines could be coupled at mild conditions. Isolation and structure analyses of palladium complexes within the catalytic cycle confirmed that the <jats:italic>P<\/jats:italic>,<jats:italic>N<\/jats:italic>\u2010coordination mode is necessary to achieve the observed selectivities. 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