Difference between revisions of "Octadecaborane(22)"
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It is structurally related to [[decaborane(14)]]: the structure can be viewed as two fused ''arachno''-decaborane units. The usual form of octadecaborane(22) is the ''anti''-fused structure, also referred to as ''n''-B<sub>18</sub>H<sub>22</sub>.<ref name="Struct"/> | It is structurally related to [[decaborane(14)]]: the structure can be viewed as two fused ''arachno''-decaborane units. The usual form of octadecaborane(22) is the ''anti''-fused structure, also referred to as ''n''-B<sub>18</sub>H<sub>22</sub>.<ref name="Struct"/> | ||
| − | It | + | It was originally prepared from the B<sub>20</sub>H<sub>18</sub><sup>2−</sup> anion,<ref>{{citation | title = The Preparation of a New Boron Hydride B<sub>18</sub>H<sub>22</sub> | first1 = Anthony R. | last1 = Pitochelli | first2 = M. Frederick | last2 = Hawthorne | journal = J. Am. Chem. Soc. | year = 1962 | volume = 84 | issue = 16 | page = 3218 | doi = 10.1021/ja00875a058}}.</ref> but a more convenient method is the oxidation of the B<sub>9</sub>H<sub>12</sub><sup>−</sup> cluster, for example with [[iodine]] in [[toluene]] solution.<ref>{{citation | title = Preparation of ''n''-octadecaborane(22), ''n''-B<sub>18</sub>H<sub>22</sub>, by oxidative fusion of dodecahydrononaborate(1−) clusters | first1 = Donald F. | last1 = Gaines | first2 = Caterina K. | last2 = Nelson | first3 = Gail A. | last3 = Steehler | journal = J. Am. Chem. Soc. | year = 1984 | volume = 106 | issue = 23 | pages = 7266–67 | doi = 10.1021/ja00335a079}}.</ref><ref>{{citation | title = Improved Synthetic Route to ''n''-B<sub>18</sub>H<sub>22</sub> | first1 = Yuqi | last1 = Li | first2 = Larry G. | last2 = Sneddon | journal = Inorg. Chem. | year = 2006 | volume = 45 | issue =2 | pages = 470–71 | doi = 10.1021/ic051712z}}.</ref> |
| + | |||
| + | Octadecaborane(22) can be deprotonated to the B<sub>18</sub>H<sub>21</sub><sup>−</sup> anion: this will react with [[borane—dimethyl sulfide]] to give B<sub>19</sub>H<sub>22</sub><sup>−</sup>, which can be degraded with [[formaldehyde]] to an equimolar mixture of ''syn''- and ''anti''-B<sub>18</sub>H<sub>22</sub>, effectively allowing the interconversion of the two isomers.<ref>{{citation | first1 = Michael G. S. | last1 = Londesborough | first2 = Jonathan | last2 = Bould | first3 = Tomás | last3 = Base | first4 = Drahomír | last4 = Hnyk | first5 = Mario | last5 = Bakardjiev | first6 = Josef | last6 = Holub | first7 = Ivana | last7 = Císarová | first8 = John D. | last8 = Kennedy | title = An Experimental Solution to the “Missing Hydrogens” Question Surrounding the Macropolyhedral 19-Vertex Boron Hydride Monoanion [B<sub>19</sub>H<sub>22</sub>]<sup>−</sup>, a Simplification of Its Synthesis, and Its Use As an Intermediate in the First Example of ''syn''-B<sub>18</sub>H<sub>22</sub> to ''anti''-B<sub>18</sub>H<sub>22</sub> Isomer Conversion | journal = Inorg. Chem. | year = 2010 | volume = 49 | issue = 9 | pages = 4092–98 | doi = 10.1021/ic901976y}}.</ref> | ||
==References== | ==References== | ||
Revision as of 17:41, 19 December 2010
| Octadecaborane(22) | |
|---|---|
| Identifiers | |
| Standard InChI | InChI=1S/B18H22/c19-7-1-3(7)4( 1)8(1,11(1,7,19)20-8)16(4)13(3 ,4)15(3,7)14(16)5-2-6(5,14)10( 2,18(6,13,14,16,25-16)26-16)12 (2,22-10)9(2,5,21-12)17(5,13,1 4,15,23-15)24-15/h1-14H |
| Standard InChIKey | CJBYJBAYBMYRDQ-UHFFFAOYSA-N |
| Properties[1] | |
| Chemical formula | B18H22 |
| Molar mass | 216.4 g mol−1 |
| Density | 1.012 g cm−3 |
| Structure[1] | |
| Space group | Pccn |
| Lattice constant | a = 1084.4(3) pm, b = 1210.7(3) pm, c = 1080.3(4) |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Octadecaborane(22), B18H22, is a polynuclear borane used in the semiconductor industry.
It is structurally related to decaborane(14): the structure can be viewed as two fused arachno-decaborane units. The usual form of octadecaborane(22) is the anti-fused structure, also referred to as n-B18H22.[1]
It was originally prepared from the B20H182− anion,[2] but a more convenient method is the oxidation of the B9H12− cluster, for example with iodine in toluene solution.[3][4]
Octadecaborane(22) can be deprotonated to the B18H21− anion: this will react with borane—dimethyl sulfide to give B19H22−, which can be degraded with formaldehyde to an equimolar mixture of syn- and anti-B18H22, effectively allowing the interconversion of the two isomers.[5]
References
- ↑ 1.0 1.1 1.2 Simpson, Paul G.; Lipscomb, William N. Molecular structure of B18H22. Proc. Natl. Acad. Sci. 1962, 48 (9), 1490–91.
- ↑ Pitochelli, Anthony R.; Hawthorne, M. Frederick The Preparation of a New Boron Hydride B18H22. J. Am. Chem. Soc. 1962, 84 (16), 3218. DOI: 10.1021/ja00875a058.
- ↑ Gaines, Donald F.; Nelson, Caterina K.; Steehler, Gail A. Preparation of n-octadecaborane(22), n-B18H22, by oxidative fusion of dodecahydrononaborate(1−) clusters. J. Am. Chem. Soc. 1984, 106 (23), 7266–67. DOI: 10.1021/ja00335a079.
- ↑ Li, Yuqi; Sneddon, Larry G. Improved Synthetic Route to n-B18H22. Inorg. Chem. 2006, 45 (2), 470–71. DOI: 10.1021/ic051712z.
- ↑ Londesborough, Michael G. S.; Bould, Jonathan; Base, Tomás; Hnyk, Drahomír; Bakardjiev, Mario; Holub, Josef; Císarová, Ivana; Kennedy, John D. An Experimental Solution to the “Missing Hydrogens” Question Surrounding the Macropolyhedral 19-Vertex Boron Hydride Monoanion [B19H22]−, a Simplification of Its Synthesis, and Its Use As an Intermediate in the First Example of syn-B18H22 to anti-B18H22 Isomer Conversion. Inorg. Chem. 2010, 49 (9), 4092–98. DOI: 10.1021/ic901976y.
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