1062518-26-6

Basic information

• Product Name: (S)-pent-1-yne-1,3-diyldibenzene
• Synonyms: (S)-pent-1-yne-1,3-diyldibenzene
• CAS NO: 1062518-26-6
• Molecular Weight: 220.314
• Mol File: 1062518-26-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-pent-1-yne-1,3-diyldibenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-pent-1-yne-1,3-diyldibenzene(1062518-26-6)
• EPA Substance Registry System: (S)-pent-1-yne-1,3-diyldibenzene(1062518-26-6)

Safety Data

• Hazardous Substances Data: 1062518-26-6(Hazardous Substances Data)

Upstream product

• 13146-23-1 copper(I) phenylacetylenide 
• 2114-36-5 1-bromopropylbenzene 
• 835626-63-6 (S)-1-propyl-2-(p-tolylsulfinyl)benzene 
• 28995-88-2 1-methyl-4-((phenylethynyl)sulfonyl)benzene 
• 1402231-87-1 1-((R)-1-phenylpent-1-yn-3-yl)-2-(S)-(p-tolylsulfinyl)benzene 
• 313374-39-9 ethylphenylzinc 
• 27975-81-1 (+/-)-(3-bromopent-1-ynyl)benzene 

Relevant articles and documents

A general asymmetric copper-catalysed Sonogashira C(sp 3)–C(sp) coupling

Continued development of the Sonogashira coupling has made it a well established and versatile reaction for the straightforward formation of C–C bonds, forging the carbon skeletons of broadly useful functionalized molecules. However, asymmetric Sonogashira coupling, particularly for C(sp3)–C(sp) bond formation, has remained largely unexplored. Here we demonstrate a general stereoconvergent Sonogashira C(sp3)–C(sp) cross-coupling of a broad range of terminal alkynes and racemic alkyl halides (>120 examples) that are enabled by copper-catalysed radical-involved alkynylation using a chiral cinchona alkaloid-based P,N-ligand. Industrially relevant acetylene and propyne are successfully incorporated, laying the foundation for scalable and economic synthetic applications. The potential utility of this method is demonstrated in the facile synthesis of stereoenriched bioactive or functional molecule derivatives, medicinal compounds and natural products that feature a range of chiral C(sp3)–C(sp/sp2/sp3) bonds. This work emphasizes the importance of radical species for developing enantioconvergent transformations.

Nickel-catalyzed asymmetric cross-couplings of racemic propargylic halides with arylzinc reagents

A stereoconvergent method for the catalytic asymmetric Negishi cross-coupling of racemic secondary propargylic halides with arylzinc reagents has been developed. Neither family of compounds has previously been shown to be a suitable partner in such coupling processes. From a practical point of view, it is noteworthy that the catalyst components (NiCl2·glyme and pybox ligand 1) are commercially available. Copyright