5634-30-0Relevant academic research and scientific papers
Ionic and organometallic reductions with N-Heterocyclic carbene boranes
Chu, Qianli,Brahmi, Malika Makhlouf,Solovyev, Andrey,Ueng, Shau-Hua,Curran, Dennis P.,Malacria, Max,Fensterbank, Louis,Lacote, Emmanuel
supporting information; experimental part, p. 12937 - 12940 (2010/05/19)
Surgical reduction: N-Heterocyclic carbene-borane complexes such as depicted are neutral, organic soluble analogues of borohydride anions with a weak hydridic character, compatible with organometallic catalysis. They are applicable for surgical reductions in complex, multifunctional molecules.
AZO ANIONS IN SYNTHESIS. USE OF TRITYL- AND DIPHENYL-4-PYRIDYLMETHYLHYDRAZONES FOR REDUCTIVE C-C BOND FORMATION.
Baldwin, Jack E.,Adlington, Robert M.,Bottaro, Jeffrey C.,Kolhe, Jayant N.,Newington, Ian M.,Perry, Matthew W. D.
, p. 4235 - 4246 (2007/10/02)
The lithium salts of trityl- and diphenyl-4-pyridylmethyl-hydrazones of both aldehydes and ketones react with electrophiles (alkyl halides, aldehydes, ketones, crotonates) at low temperature to form C-trapped azo compounds; these intermediates decompose homolytically with loss of nitrogen below room temperature and can be diverted in a synthetically useful way to alkanes, alkenes, alcohols or saturated esters.
SELECTIVE MIXED COUPLING OF CARBOXYLIC ACIDS (II). -PHOTOLYSIS OF UNSYMMETRICAL DIACYLPEROXIDES WITH ALKENYL-, HALO-, KETO-, CARBOXYL-GROUPS AND A CHIRAL α-CARBON. COMPARISON WITH THE MIXED KOLBE ELECTROLYSIS.
Feldhues, Michael,Schaefer, Hans J.
, p. 4213 - 4236 (2007/10/02)
- Alkenoyl and functionalized alkanoyl dodecanoyl peroxides are prepared in 70 to 97 percent yield and photolyzed at -78 deg C.Thereby 4- to 10-alkenoyl and 4-alkynoyl peroxides afford good yields (56 - 68 percent) of unsymmetrical coupling products.Similarly α- to δ-haloalkanoyl, cholanoyl or 3- and 4-carboxyalkanoyl peroxides can be coupled (40 - 70 percent).The α-chiral diacyl peroxide 1s undergoes the photochemical coupling reaction with 80 percent retention of its configuration.The photolysis of diacyl peroxides at -78 deg C proves to be a favorable supplement of the Kolbe-electrolysis in cases, where the electrolysis fails or produces low yields.
