Synthesis of Sandwich-α-Diimine Ligands via Copper-Mediated Stille Coupling

Ramachandru, Girish G.; Daugulis, Olafs

doi:10.1021/acs.joc.5c01312

Title: Synthesis of Sandwich-α-Diimine Ligands via Copper-Mediated Stille Coupling

Journal Article · Fri Oct 31 00:00:00 UTC 2025 · Journal of Organic Chemistry

DOI: https://doi.org/10.1021/acs.joc.5c01312 · OSTI ID:3008462

Ramachandru, Girish G. ^[1];

^[1]

University of Houston, TX (United States)

While sandwich diimines have found use in transition metal catalysis, the general method for their preparation has been lacking. Here, this approach utilizes a copper-mediated Stille-type coupling between aryl stannanes and α-diimines bearing 8-bromonaphthylimino group in commercial-grade N,N-dimethylformamide solvent and employs CuI or thiophene-2-carboxylate to promote the reactions. No other additives or bases are required. Electron-poor, electron-rich, heterocyclic, and hindered aryl stannanes can be employed as coupling reagents. Ligand scaffolds derived from structurally diverse α-diketones can be used.

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Research Organization:: Univ. of Houston, TX (United States); University of Houston, TX (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); Welch Foundation

Grant/Contract Number:: SC0024250

OSTI ID:: 3008462

Journal Information:: Journal of Organic Chemistry, Journal Name: Journal of Organic Chemistry Journal Issue: 45 Vol. 90; ISSN 0022-3263; ISSN 1520-6904

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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Title: Synthesis of Sandwich-α-Diimine Ligands via Copper-Mediated Stille Coupling

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