Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 10, Pages 4347-4352Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00238
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Funding
- Texas AM University
- National Science Foundation [CHE-1254897]
- Office of Science, Office of Basic Energy Sciences, of the U.S. Department of Energy [DE-AC02-05CH11231]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1254897] Funding Source: National Science Foundation
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Ladder-type conjugated molecules with a low band gap and low LUMO level were synthesized through an N-directed borylation reaction of pyrazine-derived donor-acceptor-donor precursors. The intramolecular boron-nitrogen coordination bonds played a key role in rendering the rigid and coplanar conformation of these molecules and their corresponding electronic structures. Experimental investigation and theoretical simulation revealed the dynamic nature of such coordination, which allowed for active manipulation of the optical properties of these molecules by using competing Lewis basic solvents.
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