Di(hex-5-en-1-yl) terephthalate (1) was selected as a model substrate to investigate the proposed cis-selective ADMET polymerization (Scheme 2a). A group of catalysts was evaluated, including G2 (Ru-1) and the "classic" cyclometalated Ru-carbene catalyst Ru-2 bearing a Dipp NHC-side arm. We also synthesized the recently developed Ru-3 and Ru-4 featuring a bulkier Dipep side arm and a faster-initiation OPh auxiliary, which have been found superior in several challenging CM and cascade polymerization reactions. TONs of these catalysts were first evaluated at low-Scheme 3. Scope for cis-selective ADMET using Ru-4.