111267-95-9Relevant academic research and scientific papers
Electronic and steric effects controlling efficiencies of photoaddition reactions of fullerene C60with N-α-trimethylsilyl-N-alkyl-N-benzylamines
Jeong, Ho Cheol,Lim, Suk Hyun,Sohn, Youngku,Kim, Young-Il,Jang, Hoeun,Cho, Dae Won,Mariano, Patrick S.
, p. 949 - 954 (2017)
Single electron transfer (SET)-promoted photoaddition reactions between fullerene C60and both various alkyl (Me, Et, i-Pr, t-Bu)- and para-substituted (p-Me, p-OMe, p-F, p-CF3) arene ring containing, N-α-trimethylsilyl-N-alkyl-N-benzylamines were explored to gain information about photoproduct profiles and how the electronic and steric nature of the amine substrates influence reaction efficiencies. The results show that visible light (λ?>?540?nm) irradiation of 10% EtOH-toluene solutions containing C60and N-α-trimethylsilyl-N-alkyl-N-benzylamines produce 1-aminomethyl-1,2-dihydrofullerenes as a sole photoproduct. In addition, SET-promoted photoaddition reactions of unsubstituted and para-electron donating group substituted arene ring containing N-α-trimethylsilyl-N-alkyl-N-benzylamines take place to give photoproducts more efficiently than those containing para-electron withdrawing group substituted arene rings. Moreover, although steric factors are less significant than the electronic nature of the amine substrates in governing reaction efficiencies, sterics do play a significant role in photoreactions of electron deficient amine substrates.
Catalyst free, visible-light promoted photoaddition reactions between C60 and N-trimethylsilylmethyl-substituted tertiary amines for synthesis of aminomethyl-1,2-dihydrofullerenes
Lim, Suk Hyun,Cho, Dae Won,Mariano, Patrick S.
, p. 383 - 391 (2017/12/28)
An efficient and benign method for the preparation of aminomethyl-substituted fullerenes has been developed. The process, involving catalyst free, visible-light irradiation of 10% EtOH-toluene solutions containing fullerene C60 and N-trimethyls
