One-step synthesis of a 9-phosphabarbaralane. Close approach to a bishomoaromatic system in the solid state.
One-step synthesis of a 9-phosphabarbaralane. Close approach to a bishomoaromatic system in the solid state.
复制标题
9-Phosphabarbaralane 的一步合成。
DOI:
10.1021/ja00263a041
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发表时间:
1986
影响因子:
15
通讯作者:
A. Cowley
中科院分区:
文献类型:
--
作者:
S. Weissman;S. Baxter;A. Arif;A. Cowley
Theoretical predictions, 5 notably by Hoffmann et al. 5a and Dewar et al. 5b_d have inspired attempts to achieve a bishomo-aromatic system as exemplified by V through substitution of semibullvalene6 and barbaralane. 7 By means of X-ray crystallography it has been determined that a number of substituted semibullvaienes possess unusually long C2-C8bonds and shortC4-C6 distances. 8 These geometric anomalies have been described as “consistent with a structure that is approaching the transition state for Cope rearrangement", 6p The only barbaralane geometry available for comparison, however, corresponds to a localized structure with C (2)-C (8) and C (4)-C (6) distances of 1.585 and 2.370 A, respectively. 78 It was therefore surprising that the X-ray diffraction study of l9 (Figure 2 and Table I) revealed that the