Literature DB >> 20218556

Dialkyl chloronium ions.

Evgenii S Stoyanov1, Irina V Stoyanova, Fook S Tham, Christopher A Reed.   

Abstract

The carborane acid H(CHB(11)Cl(11)) reacts with chloroalkanes RCl to give isolable dialkylchloronium ion salts, [R(2)Cl][CHB(11)Cl(11)], that are stable at room temperature. X-ray crystal structures have been obtained for R = CH(3) and CH(2)CH(3), revealing bent cation structures with C-Cl-C angles of 101.5 and 105.8 degrees , respectively. The dimethylchloronium ion salt loses CH(3)Cl upon heating and forms sublimable CH(3)(CHB(11)Cl(11)), providing a clean synthetic route to an extremely potent electrophilic methylating agent. IR spectra of all species have been interpreted, including the C-Cl stretch in CH(3)-ClCHB(11)Cl(10).

Entities:  

Year:  2010        PMID： 20218556     DOI： 10.1021/ja100297b

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  9 in total

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7.  Friedel-Crafts Type Methylation with Dimethylhalonium Salts.

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8.  IR-Spectroscopic and X-ray-Structural Study of Vinyl-Type Carbocations in Their Carborane Salts.

Authors:  Evgenii S Stoyanov; Irina Yu Bagryanskaya; Irina V Stoyanova
Journal:  ACS Omega       Date:  2022-07-29

9.  The Chloronium Cation [(C2H3)2Cl+] and Unsaturated C4-Carbocations with C=C and C≡C Bonds in Their Solid Salts and in Solutions: An H1/C13 NMR and Infrared Spectroscopic Study.

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  9 in total

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