Synthesis of permethyldodecaborate and paramagnetic dodecaborate salt
Abstract
The dodecamethyl closo-borane dianion [closo-B.sub.12 (CH.sub.3).sub.12 ].sup.2- and anion [closo-B.sub.12 (CH.sub.3).sub.12 ].sup.- were synthesized and characterized. Dodecamethyl-closo dodecaborate (2-) was produced from [closo-B.sub.12 H.sub.12 ].sup.2-, using trimethylaluminum, and methyl iodide and modified Friedel-Crafts reaction conditions. The anion was produced from the dianion by chemical oxidation using ceric (4) ammonium nitrate in acetonitrile. The anion and dianion were both characterized by .sup.1 H and .sup.11 B NMR spectroscopy, high-resolution fast atom bombardment (FAB) mass spectrometry, cyclic voltammetry, and single-crystal X-ray diffraction. The "camouflaged" polyhedral borane anion [closo-B.sub.12 (CH.sub.3).sub.12 ].sup.2-, can be used as a precursor to materials that offer a broad spectrum of novel applications ranging from drug applications and supramolecular chemistry to use as a weakly-coordinating dianion.
- Inventors:
-
- Encino, CA
- Los Angeles, CA
- Issue Date:
- Research Org.:
- Univ. of California (United States)
- OSTI Identifier:
- 874276
- Patent Number(s):
- 6355840
- Assignee:
- The Regents of the University of California (Oakland, CA)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07F - ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- DOE Contract Number:
- FG03-95ER61975
- Resource Type:
- Patent
- Country of Publication:
- United States
- Language:
- English
- Subject:
- synthesis; permethyldodecaborate; paramagnetic; dodecaborate; salt; dodecamethyl; closo-borane; dianion; closo-bsub12; chsub3sub12; sup2-; anion; sup-; synthesized; characterized; dodecamethyl-closo; 2-; produced; hsub12; trimethylaluminum; methyl; iodide; modified; friedel-crafts; reaction; conditions; chemical; oxidation; ceric; ammonium; nitrate; acetonitrile; sup1; sup11; nmr; spectroscopy; high-resolution; fast; atom; bombardment; fab; mass; spectrometry; cyclic; voltammetry; single-crystal; x-ray; diffraction; camouflaged; polyhedral; borane; precursor; materials; offer; broad; spectrum; novel; applications; ranging; drug; supramolecular; chemistry; weakly-coordinating; ammonium nitrate; /999/
Citation Formats
Hawthorne, M Frederick, and Peymann, Toralf. Synthesis of permethyldodecaborate and paramagnetic dodecaborate salt. United States: N. p., 2002.
Web.
Hawthorne, M Frederick, & Peymann, Toralf. Synthesis of permethyldodecaborate and paramagnetic dodecaborate salt. United States.
Hawthorne, M Frederick, and Peymann, Toralf. Tue .
"Synthesis of permethyldodecaborate and paramagnetic dodecaborate salt". United States. https://www.osti.gov/servlets/purl/874276.
@article{osti_874276,
title = {Synthesis of permethyldodecaborate and paramagnetic dodecaborate salt},
author = {Hawthorne, M Frederick and Peymann, Toralf},
abstractNote = {The dodecamethyl closo-borane dianion [closo-B.sub.12 (CH.sub.3).sub.12 ].sup.2- and anion [closo-B.sub.12 (CH.sub.3).sub.12 ].sup.- were synthesized and characterized. Dodecamethyl-closo dodecaborate (2-) was produced from [closo-B.sub.12 H.sub.12 ].sup.2-, using trimethylaluminum, and methyl iodide and modified Friedel-Crafts reaction conditions. The anion was produced from the dianion by chemical oxidation using ceric (4) ammonium nitrate in acetonitrile. The anion and dianion were both characterized by .sup.1 H and .sup.11 B NMR spectroscopy, high-resolution fast atom bombardment (FAB) mass spectrometry, cyclic voltammetry, and single-crystal X-ray diffraction. The "camouflaged" polyhedral borane anion [closo-B.sub.12 (CH.sub.3).sub.12 ].sup.2-, can be used as a precursor to materials that offer a broad spectrum of novel applications ranging from drug applications and supramolecular chemistry to use as a weakly-coordinating dianion.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Jan 01 00:00:00 EST 2002},
month = {Tue Jan 01 00:00:00 EST 2002}
}
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
An unpaired electron incarcerated within an icosahedral borane cage: synthesis and crystal structure of the blue, air-stable {[closo-B12(CH3)12]·}− radical
journal, January 1999
- Peymann, Toralf; Knobler, Carolyn B.; Frederick Hawthorne, M.
- Chemical Communications, Issue 20
Decakis(dichloromethyl)-1,12-dicarba-closo-dodecaborane(12): Camouflage of an Icosahedral Carborane by Using Bulky Functional Substituents
journal, November 1996
- Jiang, Wei; Knobler, Carolyn B.; Hawthorne, M. Frederick
- Angewandte Chemie International Edition in English, Vol. 35, Issue 21
An Icosahedral Array of Methyl Groups Supported by an Aromatic Borane Scaffold: The [ c loso -B 12 (CH 3 ) 12 ] 2 - Ion
journal, June 1999
- Peymann, Toralf; Knobler, Carolyn B.; Hawthorne, M. Frederick
- Journal of the American Chemical Society, Vol. 121, Issue 23