- Recyclable Trifluoromethylation Reagents from Fluoroform
-
We present a strategy to rationally prepare CF3- transfer reagents at ambient temperature from HCF3. We demonstrate that a highly reactive CF3- adduct can be synthesized from alkali metal hydride, HCF3, and borazine Lewis acids in quantitative yield at room temperature. These nucleophilic reagents transfer CF3- to substrates without additional chemical activation, and after CF3 transfer, the free borazine is quantitatively regenerated. These features enable syntheses of popular nucleophilic, radical, and electrophilic trifluoromethylation reagents with complete recycling of the borazine Lewis acid.
- Geri, Jacob B.,Szymczak, Nathaniel K.
-
supporting information
p. 9811 - 9814
(2017/08/03)
-
- COMPLEXES FOR NUCLEOPHILIC, RADICAL, AND ELECTROPHILIC POLYFLUOROALKYLATION
-
Disclosed herein are borazine complexes and use of the same in perfluoroalkylation reactions.
- -
-
Paragraph 00155; 00156
(2018/04/11)
-
- B-methyl amine borane derivatives: Synthesis, characterization, and hydrogen release
-
We describe the synthesis of MeH2N-BH2Me (3) and H3N-BH2Me (4) as potential hydrogen storage materials with 6.8wt-% and 8.9wt-% capacity, respectively. Compounds 3 and 4 readily release 2 equivalents of H2 at 80°C in the presence of a CoCl2 catalyst to furnish the corresponding trimerized borazine derivatives. Regeneration of 3 from its spent fuel material can be accomplished using a simple two-step process: activation with formic acid followed by reduction with LiAlH4. CSIRO 2014.
- Campbell, Patrick G.,Ishibashi, Jacob S.A.,Zakharov, Lev N.,Liu, Shih-Yuan
-
p. 521 - 524
(2014/04/03)
-
- Organoborazines. Part 2. Synthesis of Alkenyltriborazines
-
A series of unsymmetrically B-substituted N-methyl and N-phenyl borazines R3(R2)2B3N3(R1)3 (R3=vinyl, allyl, or p-vinylphenyl; R2=methyl or phenyl; R1=methyl or phenyl) were prepared by substitution reactions of Cl3B3N3Me3 and H3B3N3Ph3 using Grignard reagents.Substituent exchange processes in these reactions were monitored by gas chromatography-mass spectrometry.These compounds were prepared in moderate yields and characterized by a combination of i.r. spectroscopy,(1)H, (13)C, and (11)B n.m.r. spectroscopy, mass spectrometry, and elemental analysis.N.m.r. evidence for the existence of mesomeric interactions of the borazines with the vinyl substituent and lack of such interactions with the p-vinylphenyl substituent was obtained.
- Jackson, Logan A.,Allen, Christopher W.
-
p. 2423 - 2428
(2007/10/02)
-