Hydroelementation of diynes

Abstract

This comprehensive review highlights the hydroelementation reactions of conjugated and separated diynes to various products including enynes, dienes, allenes, polymers or cyclic compounds, and their further transformation to valuable compounds.

Rongalite in PEG-400 as a general and reusable system for the synthesis of 2,5-disubstituted chalcogenophenes

“…Alternatively, cyclization reactions are versatile synthetic strategies to prepare such compounds. For example, they can be synthesized from 1,4-dicarbonyl compounds, 21 1,3-butadiynes, 22 1,3-butadienes, 23 butenes, 24 1,3-enynes 25 and chalcogenoenynes, 26 based on intramolecular cyclizations of chalcogen-containing analogues or reactions with nucleophilic, electrophilic, or radical chalcogen species. 27…”

[Pt(PPh3)4]-Catalyzed Selective Diboration of Symmetrical and Unsymmetrical 1,3-Diynes

“…11 B NMR (128 MHz, CDCl 3 , δ, ppm): 30.82. MS (EI, m/z): 561(M + -43, 33), 505 (10), 461 (15), 419(3), 379(4), 287(3) 115 (6), 83(100), 73 (13), 55 (31). FT-IR (cm…”

“…Unsaturated organoboron compounds are powerful reagents in modern organic synthesis because of their low toxicity, high stability, and unique reactivity. − The presence of unsaturated carbon–carbon bond(s) and the boryl moiety in their structure makes them unique building blocks in new C–C bond-forming catalytic processes, asymmetric transformations, and stereoselective demetallation protocols. , The versatility of boron-containing molecules entails their application in chemical sensors and material science. − In this class of organoboronates, π-conjugated C–C bond systems are extremely attractive, for example, enynyl or dienyl boronates, which were applied in the preparation of many biologically active or natural compounds (e.g., chalcomoracin , muberrofuran C , apoptolidin A , and ( + )– fostriecin ). − Therefore, the development of efficient and selective methods for the synthesis of such molecules, which possess easy-to-modify boryl groups and conjugated chain, is of great importance.…”

Hydrosilylation for the synthesis of sequence‐controlled periodic copolymers

“…Bis-silyl hydride 4 is obtained by the nickel-catalyzed silylolefination of bis-dithioacetal 2 [27,28] to give intermediate 3 which is reduced to the corresponding silyl hydride with LiAlH 4 . Rhodium-catalyzed hydrosilylation [29,30] of bis-alkyne with 4 affords 1 in good yield. In general, higher concentration and longer reaction times favor the formation of 1 with higher degree of polymerization.…”