2016年1月
C-70 as a Photocatalyst for Oxidation of Secondary Benzylamines to Imines
ORGANIC LETTERS
- ,
- ,
- ,
- 巻
- 18
- 号
- 2
- 開始ページ
- 184
- 終了ページ
- 187
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/acs.orglett.5b03194
- 出版者・発行元
- AMER CHEMICAL SOC
Photosensitive C-70 was used for the catalytic oxidation of benzylamines to the corresponding imines. The advantages of using C-70 compared to C-60 or other commonly used photosensitizers such as tetraphenylporphyrin (TPP) are (1) faster reaction rates, especially under lower energy of light sources, (2) clean reactions with simple workup without chromatography, and (3) lower catalyst loadings. The reactions were suitable for various benzylamine derivatives. Subsequent nucleophilic additions to the imines were successfully carried out on substituted products. Quenching experiments in the presence of DABCO and benzoquinone implicate the involvement of the singlet oxygen (O-1(2)) and the superoxide radical anion (O-2(center dot-)) as important reactive species in the oxidation.
- リンク情報
- ID情報
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- DOI : 10.1021/acs.orglett.5b03194
- ISSN : 1523-7060
- eISSN : 1523-7052
- PubMed ID : 26700114
- Web of Science ID : WOS:000368563200010