An unusually unstable ortho-phosphinophenol and its use to prepare benzoxaphospholes having enhanced air-stability

作者：Wu Shanshan; Deligonal Nihal; Protasiewicz John D^*

来源：Dalton Transactions, 2013, 42(41): 14866-14874.

DOI：10.1039/c3dt51919h

The primary phosphine 3,5-di-tert-butyl-2-phosphinophenol has been prepared and characterized. Oddly, the presence of a sterically demanding tert-butyl group adjacent to the PH2 centre renders the molecule very sensitive to loss of PH3 and formation of 3,5-di-tert-butyl-phenol in chloroform solutions in the presence of air. The process was catalyzed by HCl and dependent on the purity of CDCl3. Despite the instability of 3,5-di-tert-butyl-2-phosphinophenol, this material could be employed to produce a series of luminescent 2-R-4,6-di-tert-butyl-1,3-benzoxaphospholes having greater air stability than corresponding less bulky 2-R-1,3-benzoxaphospholes.

• 出版日期2013