Reactivity of C,N-chelated organoboron compounds with lithium anilides - formation of unexpected 1,2,3-trisubstituted 1H-2,1-benzazaboroles

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F13%3A39896782" target="_blank" >RIV/00216275:25310/13:39896782 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1039/c3dt32850c" target="_blank" >http://dx.doi.org/10.1039/c3dt32850c</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c3dt32850c" target="_blank" >10.1039/c3dt32850c</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Reactivity of C,N-chelated organoboron compounds with lithium anilides - formation of unexpected 1,2,3-trisubstituted 1H-2,1-benzazaboroles

Popis výsledku v původním jazyce

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

Název v anglickém jazyce

Reactivity of C,N-chelated organoboron compounds with lithium anilides - formation of unexpected 1,2,3-trisubstituted 1H-2,1-benzazaboroles

Popis výsledku anglicky

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

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CA - Anorganická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/GAP207%2F12%2F0223" target="_blank" >GAP207/12/0223: Hybridní ligandy pro stabilizaci/specifickou aktivaci kovových center v nízkých oxidačních stavech.</a><br>

Návaznosti

S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2013

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Dalton Transactions

ISSN

1477-9226

e-ISSN

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Svazek periodika

42

Číslo periodika v rámci svazku

18

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

12

Strana od-do

6417-6428

Kód UT WoS článku

000317583000023

EID výsledku v databázi Scopus

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