Phosphine-Catalyzed 1,2-cis-Diboration of 1,3-Butadiynes

Weipeng Li; Robert Ricker; Ka Lok Chan; Pak Fung Lau; Nicklas W Buchbinder; Johannes Krebs; Alexandra Friedrich; Zhenyang Lin; Webster L Santos; Udo Radius; Todd B Marder

doi:10.1002/chem.202401235

Phosphine-Catalyzed 1,2-cis-Diboration of 1,3-Butadiynes

Chemistry. 2024 Jun 12;30(33):e202401235. doi: 10.1002/chem.202401235. Epub 2024 May 6.

Authors

Affiliations

¹ School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, China.
² Institute of Inorganic Chemistry and Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Würzburg, 97074, Germany.
³ Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China.
⁴ Department of Chemistry Virginia Tech, Blacksburg, VA, 24061, USA.

PMID: 38593362
DOI: 10.1002/chem.202401235

Abstract

Trialkyl phosphines PMe₃ and PEt₃ catalyze the 1,2-cis-diboration of 1,3-butadiynes to give 1,2-diboryl enynes. The products were utilized to synthesize 1,1,2,4-tetraaryl enynes using a Suzuki-Miyaura protocol and can readily undergo proto-deborylation.

Keywords: Boronate ester; Cross-coupling; Diyne; Enyne; Organocatalysis.

Abstract

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