About: From C,N- and N,N-chelated chloroboranes to substituted 1H-2,1-benzazaboroles and 1H-pyrrolo[1,2-c][1,3,2]diazaborolidines: a straightforward route to five-membered rings containing the B-N or N-B-N moiety     Goto   Sponge   NotDistinct   Permalink

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Description
  • A set of 1H-2,1-benzazaboroles as B-N analogues of 1H-indene and a set of 1H-pyrrolo[1,2-c][1,3,2]diazaborolidines as B-N analogues of 1H-pyrrolizine were prepared via nucleophilic addition of selected alkyl(aryl)lithiums (MeLi, tBuLi or PhLi) to, via N -} B intramolecular interactions, the activated imino C[double bond, length as m-dash]N functionality in the structure of C,N- or N,N-chelated chloroboranes. All compounds were characterized by elemental analysis and H-1, B-11, C-13 and N-15 NMR spectroscopy, and molecular structures of isolated compounds were on several occasions established by means of single-crystal X-ray diffraction analysis. The presence of three adjacently bonded substituents and their systematic alternation on five-membered C3BN (1H-2,1-benzazaboroles) or C2BN2 (1H-pyrrolo[1,2-c][1,3,2]diazaborolidines) rings allowed us to follow both the influence of the steric repulsion and limitations for the formation of respective annulated heterocyclic systems.
  • A set of 1H-2,1-benzazaboroles as B-N analogues of 1H-indene and a set of 1H-pyrrolo[1,2-c][1,3,2]diazaborolidines as B-N analogues of 1H-pyrrolizine were prepared via nucleophilic addition of selected alkyl(aryl)lithiums (MeLi, tBuLi or PhLi) to, via N -} B intramolecular interactions, the activated imino C[double bond, length as m-dash]N functionality in the structure of C,N- or N,N-chelated chloroboranes. All compounds were characterized by elemental analysis and H-1, B-11, C-13 and N-15 NMR spectroscopy, and molecular structures of isolated compounds were on several occasions established by means of single-crystal X-ray diffraction analysis. The presence of three adjacently bonded substituents and their systematic alternation on five-membered C3BN (1H-2,1-benzazaboroles) or C2BN2 (1H-pyrrolo[1,2-c][1,3,2]diazaborolidines) rings allowed us to follow both the influence of the steric repulsion and limitations for the formation of respective annulated heterocyclic systems. (en)
Title
  • From C,N- and N,N-chelated chloroboranes to substituted 1H-2,1-benzazaboroles and 1H-pyrrolo[1,2-c][1,3,2]diazaborolidines: a straightforward route to five-membered rings containing the B-N or N-B-N moiety
  • From C,N- and N,N-chelated chloroboranes to substituted 1H-2,1-benzazaboroles and 1H-pyrrolo[1,2-c][1,3,2]diazaborolidines: a straightforward route to five-membered rings containing the B-N or N-B-N moiety (en)
skos:prefLabel
  • From C,N- and N,N-chelated chloroboranes to substituted 1H-2,1-benzazaboroles and 1H-pyrrolo[1,2-c][1,3,2]diazaborolidines: a straightforward route to five-membered rings containing the B-N or N-B-N moiety
  • From C,N- and N,N-chelated chloroboranes to substituted 1H-2,1-benzazaboroles and 1H-pyrrolo[1,2-c][1,3,2]diazaborolidines: a straightforward route to five-membered rings containing the B-N or N-B-N moiety (en)
skos:notation
  • RIV/00216275:25310/14:39898819!RIV15-MSM-25310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, P(GAP207/12/0223)
http://linked.open...iv/cisloPeriodika
  • 33
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
  • 17546
http://linked.open...ai/riv/idVysledku
  • RIV/00216275:25310/14:39898819
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • storage material; compounds bearing; arylboronic acids; molecular-structure; tetrahedral character; amine complexes; photophysical properties; iminopyrrolyl boron complexes; 4-coordinate organoboron compounds; 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
  • [1F7F6B156049]
http://linked.open...i/riv/nazevZdroje
  • Dalton Transactions
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
  • 43
http://linked.open...iv/tvurceVysledku
  • Dostál, Libor
  • Jambor, Roman
  • Růžička, Aleš
  • Hejda, Martin
  • Lyčka, Antonín
http://linked.open...ain/vavai/riv/wos
  • 000340353100046
issn
  • 1477-9226
number of pages
http://bibframe.org/vocab/doi
  • 10.1039/C4DT01445F
http://localhost/t...ganizacniJednotka
  • 25310
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