(2R,4R)-1-Boc-4-Aminopyrrolidine-2-carboxylic acid
CAS Number:
132622-98-1
Molecular Formula:
C10H18N2O4
Highly soluble C2v-symmetrical fullerene derivatives: efficient synthesis, characterization, and electrochemical study
Literature Information
Publication Date
2019-02-05
DOI
10.1039/C9QO00056A
Impact Factor
5.281
Authors
Kouya Uchiyama, Hiroshi Ueno, Hiroshi Okada, Hiroshi Moriyama
View Original
Abstract
Through an efficient octa-substitution reaction, octabromofullerene (C60Br8) was reacted with alcohols or anisole in the presence of silver triflate to produce octaalkoxy and octaaryl fullerenes, respectively, in up to 79% yield with retention of C2v-symmetry. The LUMO level could be widely tuned through the cumulative substituent effects of the eight addends. The difference in LUMO energy level between C60(OCH2CCl3)8 and C60(C6H4-OMe-4)8 was 0.53 eV, representing low-LUMO and high-LUMO fullerenes. Dynamic light scattering measurements revealed that these octa-substituted compounds were dispersed as single molecules both in toluene and in dichloromethane under low-concentration condition. This lack of aggregate formation is attributed to the polar and non-polar hemispheres of these molecules.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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