Aroylspirophosphoranes bearing two naphth-1,8-diy1-8-oxy groups: synthesis, crystal structure, and n(p)(O-apical) -%26gt;pi*(C = O) charge transfer interaction

作者：Kajiyama Kazumasa^*; Fujimori Sayaka; Yasuoka Daisuke; Otsuka Takeshi; Miyamoto Takeshi Ken

来源：Tetrahedron, 2013, 69(43): 9155-9160.

DOI：10.1016/j.tet.2013.08.004

• Hypervalent
• Spirophosphorane
• Charge transfer
• X-ray structure

The reactions of aroyl chlorides with the lithium phosphoranide generated from bis(naphth-1,8-diyl-8oxy)phosphorane 1 afforded aroylspirophosphoranes 3a-f. The p-anisoyl- and p-tert-butylbenzoyl-phosphoranes 3a and 3b bearing an electron-donating aryl group were stable to moisture on silica gel. The crystal structures of p-anisoyl-, p-tert-butylbenzoyl-, benzoyl-, and p-fluorobenzoylphosphorane (3a, 3b, 3d, and 3e) elucidated by X-ray structural analysis suggested effective intramolecular np(O-apical)-%26gt;pi*(C=O) charge transfer stabilization to be operative.

• 出版日期2013-10-28