The use of NHC-Pd-PEPPSI complexes in Negishi cross-coupling has resulted in high turnover numbers and turnover frequencies. Additionally, NHC-Pd complexes can be used to couple sp3 centers to sp3 centers in higher yield than their non-NHC Pd analogs. However, studies of Pd-NHC complexes and their utility in Negishi coupling are currently lacking despite these promising results.