Synthesis of 12-Hydroxy and 12-Dioxane Derivatives of the closo-1-Carbadodecaborate(1-) Ion. Variations on the Plešek's Cobalt Bis(dicarbollide) Pattern

[img]PDF - Authorized users only
Language: English
199Kb
Title:Synthesis of 12-Hydroxy and 12-Dioxane Derivatives of the closo-1-Carbadodecaborate(1-) Ion. Variations on the Plešek's Cobalt Bis(dicarbollide) Pattern
Creators:
Grüner, Bohumír
Císařová, Ivana
Čáslavský, Josef
Bonnetot, Bernard
Cornu, David
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 67, 7, pp. 953-964
Uncontrolled Keywords:<i>closo</i>-1-Carbadodecaborate(1-) ion, Boranes, X-Ray diffraction, BNCT, Crystal structure, Carboranes, Monocarbaboranes

Abstract

Synthesis of two new B(12) substituted derivatives of the <i>closo</i>-[1-CB<sub>11</sub>H<sub>12</sub>]<sup>-</sup> anion (<strong>1</strong>) is reported. The zwitterionic derivative containing dioxane ring {12-[O(CH<sub>2</sub>CH<sub>2</sub>)<sub>2</sub>O]<sup>+</sup>-1-CB<sub>11</sub>H<sub>11</sub><sup>-</sup>}<sup>0</sup> (<strong>2</strong>) was obtained in moderate yield using reaction of anion <strong>1</strong> with dioxane as solvent, induced by dimethyl sulfate. The anion [12-(HO)-1-CB<sub>11</sub>H<sub>11</sub>]<sup>-</sup> (<strong>3</strong>) was obtained in high yield upon treatment of the parent anion with 80% H<sub>2</sub>SO<sub>4</sub> at high temperature. Both compounds containing reactive functionalities were designed to serve as useful synthons for a variety of synthetic purposes. The compounds were characterized by <sup>11</sup>B and <sup>1</sup>H high-field NMR, IR spectroscopy, mass spectrometry, melting points and TLC. Molecular structure of compound <strong>2</strong> was determined by single crystal X-ray diffraction analysis. <p>

Title:Synthesis of 12-Hydroxy and 12-Dioxane Derivatives of the closo-1-Carbadodecaborate(1-) Ion. Variations on the Plešek's Cobalt Bis(dicarbollide) Pattern
Creators:
Grüner, Bohumír
Císařová, Ivana
Čáslavský, Josef
Bonnetot, Bernard
Cornu, David
Uncontrolled Keywords:<i>closo</i>-1-Carbadodecaborate(1-) ion, Boranes, X-Ray diffraction, BNCT, Crystal structure, Carboranes, Monocarbaboranes
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:67
Number:7
Page Range:pp. 953-964
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20020953UNSPECIFIED
ID Code:1966
Item Type:Article
Deposited On:06 Feb 2009 17:14
Last Modified:06 Feb 2009 16:14

Citation

Grüner, Bohumír; Císařová, Ivana; Čáslavský, Josef; Bonnetot, Bernard; Cornu, David (2002) Synthesis of 12-Hydroxy and 12-Dioxane Derivatives of the closo-1-Carbadodecaborate(1-) Ion. Variations on the Plešek's Cobalt Bis(dicarbollide) Pattern. Collection of Czechoslovak Chemical Communications, 67 (7). pp. 953-964. ISSN 0010-0765

Repository Staff Only: item control page