Shaoying Ju

Background and Originality Content Hydrogen atom transfer (HAT) reactions play a pivotal role in biological processes and have gained growing recognition in diverse fields such as material science, synthetic chemistry and biology.[1] The complex interplay between the transfer of protons and electrons introduces mechanistic intricacy, involving a range of sequential and concerted radical pathways (Scheme 1a).[2] During the past three decades, there has been a notable proliferation in both the...

Group 13 Lewis acid-mediated formation of 5-oxazolone derivatives from tert-butyl isocyanoacetate† Tert-butyl isocyanoacetate 1 reacted with B(C₆F₅)₃ to give a Lewis acid-base adduct 2. GaCl₃ and GaI₃ promoted cyclization affording the N-bound Lewis acid adducts of the cyclized product 5-oxazolone derivatives 3 and 4 resulting from isocyano insertion into the ester C–O bond, with loss of isobutylene.

Reactivity of N-(isocyanoimino)triphenylphosphorane toward group 13 Lewis acids The species Ph3PNNC 1 reacts with the group 13 Lewis acids E(C6F5)3 (E = B or Al), HB(C6F5)2, ClAl(C6F5)2 and ECl3 (E = Ga or In) to give the Lewis acid-base adduct Ph3PNNCB(C6F5)3 2, the zwitterionic product (Ph3PNH)B(C6F5)2CNB(C6F5)2H 3, the chelated salts [(Ph3PNNC(CN)NPPh3)ER2][EX2R2] (E = Al, R = X = C6F5, 4; E = Al, R = C6F5, X = Cl, 5; E = Ga, R = X = Cl, 6), and the neutral species...