Journal
CRYSTAL GROWTH & DESIGN
Volume 15, Issue 12, Pages 5744-5748Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.cgd.5b00939
Keywords
-
Funding
- Webster University
- Faculty Development Fund
- National Science Foundation [DMR-1408834]
- California State University San Marcos
- U.S. Department of Energy, Office of Energy Sciences Materials Sciences Division [DE-AC02-05CH11231]
- Division Of Materials Research
- Direct For Mathematical & Physical Scien [1408834] Funding Source: National Science Foundation
Ask authors/readers for more resources
Regiocontrolled head-to-head and head-to-tail [2 + 2] photodimerizations of (E)-methyl-3-(pyridin-3-yl)prop-2-enoate are achieved in the solid state using 4,6-di-X-res (where X = Cl, Br, I; res = resorcinol) as small-molecule templates. The components in each co-crystal form discrete, three-component supramolecular assemblies sustained by two O-H center dot center dot center dot N hydrogen bonds. Whereas the head-to-head photoproduct (rctt)-dimethyl-3,4-bis(pyridin-3-yl)cyclobutane-1,2-dicarboxylate forms using 4,6-di-X-res (X = Cl or Br), the head-to-tail regioisomer (rctt)-dimethyl-2,4-bis(pyridin-3-yl)cyclobutane-1,3-dicarboxylate forms using 4,6-di-I-res. The head-to-tail product is generated via unexpected embraced dimeric assemblies. The stereochemistry of the head-to-tail product is confirmed using single-crystal X-ray diffraction.
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