Electrochemistry-Enabled C-Heteroatom Bond Formation of Alkyl Germanes

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(31), P. 21257 - 21263

Published: July 26, 2024

Because of their robustness and orthogonal reactivity features, alkyl germanes bear significant potential as functional handles for the construction C(sp3)-rich scaffolds, especially in context modular synthetic approaches. However, to date, only radical-based has been accessible from these handles, which limits types possible decorations. Here, we describe first general C(sp3)–heteroatom bond formation (−GeEt3) by leveraging electrochemistry unlock polar reactivity. This approach allowed us couple C(sp3)–GeEt3 with a variety nucleophiles construct ethers, esters, amines, amides, sulfonamides, sulfides, well C–P, C–F, C–C bonds. The compatibility electrochemical strategy C1 motif was also showcased, involving sequential functionalization Cl, Bpin, ultimately GeEt3 via electrochemistry.

Language: Английский

Developments in the synthesis of allylsilanes by transition metal–catalyzed silylation of 1,3-dienes with disilanes

Chemistry Letters, Journal Year: 2024, Volume and Issue: 53(7)

Published: July 1, 2024

Abstract This highlight review overviews developments in the synthesis of allylsilanes by transition metal–catalyzed silylation 1,3-dienes with disilanes. We specifically disilylation, which installs 2 silicon atoms, and silyl-functionalization, both another atom using disilanes reagents such as nucleophiles electrophiles. Utilizing these methods for provides a robust protocol efficient desired 1 step, thereby streamlining silyl-functionalization 1,3-dienes.

Language: Английский

Organophotocatalyzed C‐Si Bond Fragmentation Using Silyl Ethers as Radical Precursors

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(19), P. 4132 - 4138

Published: July 19, 2024

Abstract In this work, silyl ethers of phenols and alcohols have been successfully prepared tested as neutral carbon (silicon) centered radical precursors. The organophotocatalyzed oxidation (by the Fukuzumi catalyst) these caused cleavage a C−Si (or Si−Si) bond for release desired to be used forging C( sp 3 ) −C( −Si) bonds via Giese reaction.

Language: Английский