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In situ preparation of rhodium/n-heterocyclic carbene complexes and use for addition of arylboronic acids to aldehydes
✍ Scribed by Rafet Kilinçarslan; Engin Çetinkaya; Bekir Çetinkaya; Murat Yiǧit; İsmail Özdemir
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2007
- Tongue
- English
- Weight
- 324 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
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The in situ prepared three component system [RhCl(COD)]~2~/imidazolidinium salts (2, 4) and KOBu^t^ catalyses the addition of phenylboronic acid to sterically hindered aldehydes affording the corresponding arylated secondary alcohols in good yields. Four novel 1,3‐dialkylimidazolidinium (2‐4) salts as NHC precursors were synthesized from N,N′‐dialkylethylenediamine.
📜 SIMILAR VOLUMES
The in situ prepared three component system Pd(OAc) 2 , 1,3-dialkylbenzimidazolium halides (1a-e) and t-BuOK catalyses quantitatively the Suzuki cross-coupling of deactivated aryl chloride substrates. 1,3-Dialkylbenzimidazolium salts (1a-e) were characterized by conventional spectroscopic methods an
## Abstract The Rh complex **1a** of (__S__,__S__)‐1‐(2‐diphenylphosphanylnaphthalen‐1‐yl)‐3‐(2‐isopropylphenyl)‐4,5‐diphenylimidazolidin‐2‐ylidene was found to promote enantioselective conjugate additions of arylboronic acids to enones and α,β‐unsaturated esters with up to 98% yield and>99% ee. Pr