Addition reactions to the intramolecular mesityl(2)P-CH2-CH2-B(C6F5)(2) frustrated Lewis pair

作者：Moemming Cornelia M; Kehr Gerald; Wibbeling Birgit; Froehlich Roland; Erker Gerhard^*

来源：Dalton Transactions, 2010, 39(32): 7556-7564.

DOI：10.1039/c0dt00015a

Hydroboration of dimesitylvinylphosphine with Piers borane [HB(C6F5)(2)] gives the ethylene-bridged intramolecular frustrated P/B Lewis pair I It adds pyridine, tert-butyl isocyanide or pivalonitrile de to the strongly electrophilic boron center to yield the respective adducts 5-7 Compound I undergoes a 1,1-phosphine/borane addition to the terminal nitrogen center of phenyl azide to yield the five-membered heterocycle 8, featuring a pendant -N=N center dot Ph This can be regarded as a boron-stabilized intermediate of a Staudinger reaction. Benzaldehyde and phenyl isocyanate undergo 1,2-P/B additions of 1 to their reactive carbonyl groups to yield the corresponding six-membered heterocycles 9 and 10. respectively The P/B Lewis pair reacts with nitrosobenzene by 1,2-addition to the -N=O unit under P-N and O-B bond formation to give the six-membered heterocycle 11 The compounds 5-11 were characterized by X-ray crystal structure analyses

• 出版日期2010-8-28