Journal
CHEMICAL SCIENCE
Volume 2, Issue 8, Pages 1588-1593Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1sc00260k
Keywords
-
Categories
Funding
- Cornell University
- NSF [CHE-1056657, CHE-0936988]
- Rawlings Cornell Presidential Research Scholar (RCPRS) undergraduate research program
- NSF Materials Research Science and Engineering Centers (MRSEC) [DMR-0520404]
Ask authors/readers for more resources
Three boronate ester-linked covalent organic frameworks (COFs) were synthesized using a new approach that employs polyfunctional boronic acid and acetonide-protected catechol reactants in the presence of the Lewis acid catalyst BF3 center dot OEt2. This transformation avoids the use of unstable and insoluble polyfunctional catechols. The COF-5 and COF-10 hexagonal lattices were obtained from a triphenylene tris(acetonide) and the appropriate diboronic acid linker, whereas a square Ni phthalocyanine COF was prepared from the appropriate Ni phthalocyanine tetra(acetonide). The powder X-ray diffraction, infrared spectra, and measured surface areas of these materials matched or exceeded previously reported values. A mechanistic study of this transformation revealed that the dehydrative trimerization of boronic acids to boroxines and the formation of a nonproductive aryl boronic acid-BF3 complex strongly affect the rate of boronate ester formation. Crossover experiments employing substituted boronate ester derivatives suggest that ester hydrolysis is the most likely exchange mechanism during COF formation under BF3 center dot OEt2-catalyzed conditions.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available