Synthesis and evaluation of Naphthalene-1, 8-dithiolate chelating ruthenium carbene catalyst for Z-Stereoretentive olefin metathesis

• Published in: Journal of organometallic chemistry Vol. 880; pp. 62 - 67
• Main Authors: Wang, Tao, Xie, Qingxiao, Guo, Weijie, Wu, Shutao, Zhang, Huiqing, Wang, Jianhui
• Format: Journal Article
• Language: English
• Published: LAUSANNE Elsevier B.V 01.02.2019; Elsevier
• Subjects: Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Cross-metathesis reactions; Naphthalene-1,8-dithiolate chelating; Physical Sciences; Ruthenium carbene catalyst; Science & Technology; Z-Stereoretentive; Naphthalene-1,8-dithiolate chelating; Z-Stereoretentive; Ruthenium carbene catalyst; Cross-metathesis reactions; CLOSING ALKYNE METATHESIS; CROSS-METATHESIS; MOLYBDENUM; COMPLEXES; REACTIVITY; POLYMERIZATION; ALCOHOLS; STEREOSELECTIVE-SYNTHESIS; EFFICIENT; DERIVATIVES
• ISSN: 0022-328X; 1872-8561
• DOI: 10.1016/j.jorganchem.2018.10.035

A highly Z-stereoretentive olefin metathesis ruthenium carbene catalyst containing a naphthalene-1,8-dithiol ligand was synthesized, and the structure was determined by single-crystal X-ray diffraction. The new ruthenium carbene catalyst could catalyze cross-metathesis reactions of terminal alkenes with (Z)-but-2-ene-1,4-diol to give highly Z-stereoretentive products. Like to other ruthenium carbene catalysts, the new complex tolerates many different functional groups. [Display omitted] •Naphthalene-1,8-dithiolate chelating Ru-carbene catalyst was synthesized.•Single-crystal X-ray diffraction was tested to determine the catalyst.•Catalyst can catalyze CM reactions to give highly Z-stereoretentive products.•The new complex tolerates many different functional groups.