Crystal structure of 1,1′-bis[1,7-dicarba-<i>closo</i>-dodecaborane(11)]

Elrick, Lisa; Rosair, Georgina M.; Welch, Alan J.

doi:10.1107/s1600536814022132

Cited by 1 publication

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“…The deprotonation of [1-(1′- closo -1′,7′-C 2 B 10 H 11 )- closo -1,7-C 2 B 10 H 11 ], trivial name 1,1′-bis( m -carborane), in toluene with slightly more than 1 equiv of n BuLi followed by the reaction with ClPPh 2 affords, after workup involving TLC, as the major product (28%), the monosubstituted species 1 and, as the minor product (7%), the disubstituted 2 . If the same reaction is performed using 3 equiv of n BuLi and ClPPh 2 , the same two species are obtained but in equal yields (11% after TLC).…”

Section: Results and Discussionmentioning

confidence: 99%

On the Basicity of Carboranylphosphines

et al. 2019

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Three new carboranylphosphines, [1-(1′-closo-1′,7′-C2B10H11)-7-PPh2-closo-1,7-C2B10H10], [1-(1′–7′-PPh2-closo-1′,7′-C2B10H10)-7-PPh2-closo-1,7-C2B10H10], and [1-{PPh-(1′-closo-1′,2′-C2B10H11)}-closo-1,2-C2B10H11], have been prepared, and from a combination of these and literature compounds, eight new carboranylphosphine selenides were subsequently synthesized. The relative basicities of the carboranylphosphines were established by (i) measurement of the 1 J PSe NMR coupling constant of the selenide and (ii) calculation of the proton affinity of the phosphine, in an attempt to establish which of several factors are the most important in controlling the basicity. It is found that the basicity of the carboranylphosphines is significantly influenced by the nature of other substituents on the P atom, the nature of the carborane cage vertex (C or B) to which the P atom is attached, and the charge on the carboranylphosphine. In contrast, the basicity of the carboranylphosphines appears to be relatively insensitive to the nature of other substituents on the carborane cage, the isomeric form of the carborane, and whether the cage is closo or nido (insofar as that does not alter the charge on the cluster). Such information is likely to be of significant importance in optimizing future applications of carboranylphosphines, e.g., as components of frustrated Lewis pairs.

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Section: Results and Discussionmentioning

confidence: 99%