Facile and efficient hypervalent iodine(III)-mediated meso-functionalization of porphyrins.
Highly facile and efficient synthesis of a variety of meso-functionalized porphyrins was accomplished by PhI(OAc)(2)-NaAuCl(4) mediated direct nucleophilic substitution reactions of [5,10,15-triphenylporphyrinato]zinc(II) (Zn1) with different amines and thiophenols. When [5,15-dibromo-10,20-diphenylporphyrinato]zinc(II) (Zn12) was used as the starting porphyrin under similar conditions, the double nucleophilic substitution products were obtained in good yields.
Shen
Dong-Mei
DM
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
Liu
Chao
C
Chen
Xiao-Guang
XG
Chen
Qing-Yun
QY
D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D008665:Metalloporphyrins / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
D006847:Hydrocarbons, Iodinated; D008665:Metalloporphyrins; D011166:Porphyrins; D015032:Zinc