Carbon Insertion into arachno-6,9-C2B8H14 via Acyl Chlorides. Skeletal Alkylcarbonation (SAC) Reactions: A New Route for Tricarbollides

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F13%3A39896342" target="_blank" >RIV/00216275:25310/13:39896342 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61388980:_____/13:00397293

Výsledek na webu

<a href="http://pubs.acs.org/doi/abs/10.1021/ic401293g" target="_blank" >http://pubs.acs.org/doi/abs/10.1021/ic401293g</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/ic401293g" target="_blank" >10.1021/ic401293g</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Carbon Insertion into arachno-6,9-C2B8H14 via Acyl Chlorides. Skeletal Alkylcarbonation (SAC) Reactions: A New Route for Tricarbollides

Popis výsledku v původním jazyce

Reactions between arachno-6,9-C2B8H14 (1) and selected acyl chlorides, RCOCl, in the presence of PS (PS = "proton sponge", 1,8-dimethylamino naphthalene) in CH2Cl2 for 24 h at reflux, followed by in situ acidification with concentrated H2SO4 at 0 degreesC, generate a series of neutral alkyl and aryl tricarbollides 8-R-nido-7,8,9-C3B8H11 (2) (where R = CH3, 2a; C2H5, 2b; n-C4H9, 2c; C6H5, 2d; 4-Cl-C6H4, 2e; 4-Br-C6H4, 2f; 4-I-C6H4, 2g; 1-C10H7, 2h; and 2-C10H7, 2i). The best yields were achieved for aryl derivatives (80-95%) while the yields of the corresponding alkyl substituted compounds are lower (60-70%). These skeletal alkylcarbonation (SAC) reactions are consistent with an aldol-type condensation between the RCO group and open-face hydrogen atomson the dicarbaborane 1, which is associated with the insertion of the carbonyl carbon atom into the structure of arachno-6,9-C2B8H14 (1) under elimination of three extra hydrogen atoms as H2O and HCl. The reactions thus result in an effe

Název v anglickém jazyce

Carbon Insertion into arachno-6,9-C2B8H14 via Acyl Chlorides. Skeletal Alkylcarbonation (SAC) Reactions: A New Route for Tricarbollides

Popis výsledku anglicky

Reactions between arachno-6,9-C2B8H14 (1) and selected acyl chlorides, RCOCl, in the presence of PS (PS = "proton sponge", 1,8-dimethylamino naphthalene) in CH2Cl2 for 24 h at reflux, followed by in situ acidification with concentrated H2SO4 at 0 degreesC, generate a series of neutral alkyl and aryl tricarbollides 8-R-nido-7,8,9-C3B8H11 (2) (where R = CH3, 2a; C2H5, 2b; n-C4H9, 2c; C6H5, 2d; 4-Cl-C6H4, 2e; 4-Br-C6H4, 2f; 4-I-C6H4, 2g; 1-C10H7, 2h; and 2-C10H7, 2i). The best yields were achieved for aryl derivatives (80-95%) while the yields of the corresponding alkyl substituted compounds are lower (60-70%). These skeletal alkylcarbonation (SAC) reactions are consistent with an aldol-type condensation between the RCO group and open-face hydrogen atomson the dicarbaborane 1, which is associated with the insertion of the carbonyl carbon atom into the structure of arachno-6,9-C2B8H14 (1) under elimination of three extra hydrogen atoms as H2O and HCl. The reactions thus result in an effe

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%2F11%2F0705" target="_blank" >GAP207/11/0705: Arenové komplexy železa modikované karborany</a><br>

Návaznosti

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

Inorganic Chemistry

ISSN

0020-1669

e-ISSN

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Svazek periodika

52

Číslo periodika v rámci svazku

15

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

7

Strana od-do

9087-9093

Kód UT WoS článku

000322863300091

EID výsledku v databázi Scopus

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