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Title: An icosahedral array of methyl groups supported by an aromatic borane scaffold: The [closo-B{sub 12}(CH{sub 3}){sub 12}]{sup 2{minus}} ion

Journal Article · · Journal of the American Chemical Society
DOI:https://doi.org/10.1021/ja990884q· OSTI ID:684330
; ;  [1]
  1. Univ. of California, Los Angeles, CA (United States). Dept. of Chemistry and Biochemistry

The quest for globular structures possessing both hydrophobic surfaces and extraordinary kinetic stability stems from the search for novel modules with which to synthesize supramolecular structures, weakly coordinating anions, and space-controlling drug components. The fullerenes, characterized by unique chemistry and physical properties, represent one family of such precursors. Another family of globular hydrophobes, described by the authors as ``camouflaged`` carboranes, has been described. These species may approach the van der Waals diameter of C{sub 60} by attachment of methyl groups and functionalized methyl substituents to the icosahedral scaffolding of the aromatic [closo-C{sub n}B{sub 12{minus}n}H{sub 12}]{sup n{minus}2} (n = 0--2). Whereas hydrophobic and amphiphilic derivatives of this sort are known with n = 1 and 2, the fully methylated derivative of the parent species, dodecamethyl-closo-dodecaborate(2{minus}), (n = 0), is now reported for the first time. The authors describe a new permethylation technique for icosahedral closo-boranes employing trimethylaluminium and methyl iodide in the absence of a solvent.

Sponsoring Organization:
USDOE, Washington, DC (United States)
DOE Contract Number:
FG03-95ER61975
OSTI ID:
684330
Journal Information:
Journal of the American Chemical Society, Vol. 121, Issue 23; Other Information: PBD: 16 Jun 1999
Country of Publication:
United States
Language:
English