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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
Authors: Hejda Martin | Lyčka Antonín | Jambor Roman | Růžička Aleš | Dostál Libor
Year: 2014
Type of publication: článek v odborném periodiku
Name of source: Dalton Transactions
Publisher name: Royal Society of Chemistry
Place: Cambridge
Page from-to: 12678-12688
Titles:
Language Name Abstract Keywords
cze Z C,N- a N,N-chelatovaných chloroboránů k substituovaným 1H-2,1-benzazaborolům a 1H-pyrrolo[1,2-c][1,3,2]diazaborolidinům Byly studovány substituční reakce C,N- a N,N-chelatovaných chloroboránů, které vedly k substituovaným 1H-2,1-benzazaborolům a 1H-pyrrolo[1,2-c][1,3,2]diazaborolidinům C,N-; N,N-chelatovaných; chloroboránů; substituovaným; 1H-2,1-benzazaborolům; 1H-pyrrolo1,2-c1,3,2diazaborolidinům
eng 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 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. bond covalent radii; 4-coordinate organoboron compounds; iminopyrrolyl boron complexes; photophysical properties; amine complexes; tetrahedral character; molecular-structure; arylboronic acids; compounds bearing; storage material

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