Attributes | Values |
---|
rdf:type
| |
Description
| - A set of C, N-intramolecularly coordinated boranes containing various C, N-chelating ligands L1-3 (where L-1 = [o-(CH=NtBu)C6H4], L-2 = [o-(CH=N-2,6-iPr(2)C(6)H(3))C6H4], L-3 = [o-(CH2NMe2)C6H4]); L1-3BCl2 (for 1 L = L-1, for 2 L = L-2, for 5 L = L-3), (LBPhCl)-B-1 (3) and (LBCy2)-B-1 (4) (where Cy = cyclohexyl) were synthesized and fully characterized by multinuclear NMR spectroscopy and in cases of 1 and 3-5 by the single crystal X-ray diffraction analysis. The reaction of 1-3 with the anilides ArNHLi (Ar = 2,6-Me2C6H3 or 2,6-iPr(2)C(6)H(3)) proceeded via unexpected addition of anilide across the CvN bond yielding 1,2,3-trisubstituted 1H-2,1-benzazaboroles 6-11, whose structures were unambiguously established by single crystal X-ray diffraction analysis (except for 11) and multinuclear NMR spectroscopy. In contrast, compounds 4 and 5 were inert towards ArNHLi. The investigation dealing with the reaction mechanism between the parent boranes 1-3 and ArNHLi revealed that amidolithiation of the CvN double bond involved in the ligand backbones is the crucial step of the whole reaction. The CvN double bond in 1-3 is activated by its coordination to the ortho bonded Lewis acidic boron center, which was also proven by the fact that the non-substituted ligand L1H did not react with ArNHLi under the same reaction conditions in an analogous reaction.
- A set of C, N-intramolecularly coordinated boranes containing various C, N-chelating ligands L1-3 (where L-1 = [o-(CH=NtBu)C6H4], L-2 = [o-(CH=N-2,6-iPr(2)C(6)H(3))C6H4], L-3 = [o-(CH2NMe2)C6H4]); L1-3BCl2 (for 1 L = L-1, for 2 L = L-2, for 5 L = L-3), (LBPhCl)-B-1 (3) and (LBCy2)-B-1 (4) (where Cy = cyclohexyl) were synthesized and fully characterized by multinuclear NMR spectroscopy and in cases of 1 and 3-5 by the single crystal X-ray diffraction analysis. The reaction of 1-3 with the anilides ArNHLi (Ar = 2,6-Me2C6H3 or 2,6-iPr(2)C(6)H(3)) proceeded via unexpected addition of anilide across the CvN bond yielding 1,2,3-trisubstituted 1H-2,1-benzazaboroles 6-11, whose structures were unambiguously established by single crystal X-ray diffraction analysis (except for 11) and multinuclear NMR spectroscopy. In contrast, compounds 4 and 5 were inert towards ArNHLi. The investigation dealing with the reaction mechanism between the parent boranes 1-3 and ArNHLi revealed that amidolithiation of the CvN double bond involved in the ligand backbones is the crucial step of the whole reaction. The CvN double bond in 1-3 is activated by its coordination to the ortho bonded Lewis acidic boron center, which was also proven by the fact that the non-substituted ligand L1H did not react with ArNHLi under the same reaction conditions in an analogous reaction. (en)
|
Title
| - Reactivity of C,N-chelated organoboron compounds with lithium anilides - formation of unexpected 1,2,3-trisubstituted 1H-2,1-benzazaboroles
- Reactivity of C,N-chelated organoboron compounds with lithium anilides - formation of unexpected 1,2,3-trisubstituted 1H-2,1-benzazaboroles (en)
|
skos:prefLabel
| - Reactivity of C,N-chelated organoboron compounds with lithium anilides - formation of unexpected 1,2,3-trisubstituted 1H-2,1-benzazaboroles
- Reactivity of C,N-chelated organoboron compounds with lithium anilides - formation of unexpected 1,2,3-trisubstituted 1H-2,1-benzazaboroles (en)
|
skos:notation
| - RIV/00216275:25310/13:39896782!RIV14-GA0-25310___
|
http://linked.open...avai/predkladatel
| |
http://linked.open...avai/riv/aktivita
| |
http://linked.open...avai/riv/aktivity
| |
http://linked.open...iv/cisloPeriodika
| |
http://linked.open...vai/riv/dodaniDat
| |
http://linked.open...aciTvurceVysledku
| |
http://linked.open.../riv/druhVysledku
| |
http://linked.open...iv/duvernostUdaju
| |
http://linked.open...titaPredkladatele
| |
http://linked.open...dnocenehoVysledku
| |
http://linked.open...ai/riv/idVysledku
| - RIV/00216275:25310/13:39896782
|
http://linked.open...riv/jazykVysledku
| |
http://linked.open.../riv/klicovaSlova
| - boron; lewis-acid; amine complexes; arylboronic acids; tetrahedral character; 2-azaborolyl complexes; 1; bis(alkylamido)phenylborane complexes; coordination chemistry; x-ray structures; bond covalent radii (en)
|
http://linked.open.../riv/klicoveSlovo
| |
http://linked.open...odStatuVydavatele
| - GB - Spojené království Velké Británie a Severního Irska
|
http://linked.open...ontrolniKodProRIV
| |
http://linked.open...i/riv/nazevZdroje
| |
http://linked.open...in/vavai/riv/obor
| |
http://linked.open...ichTvurcuVysledku
| |
http://linked.open...cetTvurcuVysledku
| |
http://linked.open...vavai/riv/projekt
| |
http://linked.open...UplatneniVysledku
| |
http://linked.open...v/svazekPeriodika
| |
http://linked.open...iv/tvurceVysledku
| - Dostál, Libor
- Jambor, Roman
- Růžička, Aleš
- Hejda, Martin
- Lyčka, Antonín
|
http://linked.open...ain/vavai/riv/wos
| |
issn
| |
number of pages
| |
http://bibframe.org/vocab/doi
| |
http://localhost/t...ganizacniJednotka
| |