Chemistry Department Faculty

Shih-Yuan Liu

Professor of Chemistry

Research

We are engaged in synthetic chemistry with emphasis on developing molecules of importance in biomedical research and materials science.

We are interested in the development of boron(B)-nitrogen(N)-containing heterocycles, specifically azaborines. These are structures resulting from the replacement of two carbon atoms in benzene with a boron and a nitrogen atom. Azaborines are isosteres of the important family of benzenoid compounds / arenes. We aim to exploit the unique properties of azaborines and investigate their potential as arene surrogates in materials and biomedical research. Our approach combines the broad utility of arenes with the unique elemental features of boron. Areas of exploration include organic synthesis, catalysis, hydrogen storage, optoelectronic materials, and drug discovery. The development of azaborines has the potential of changing the way chemists think about creating molecular diversity, namely through isosterism.

Selected Honors and Awards

  • Camille Dreyfus Teacher-Scholar Award, 2012
  • Journal of Physical Organic Chemistry Award for Early Excellence, 2012
  • ACS Organometallics Young Investigator Fellow, 2014

Representative Key Publications

  • 鈥婱arwitz, A. J. V.; Matus, M. H.; Zakharov, L. N.; Dixon, D. A.; Liu, S.-Y. "A Hybrid Organic/Inorganic Benzene"听Angew. Chem. Int. Ed.2009,听48, 973-977. []
  • Abbey, E. R.; Zakharov, L. N.; Liu, S.-Y. "Boron in Disguise: The Parent "Fused" BN Indole"听J. Am. Chem. Soc.2011,听133, 11508-11511. []
  • Ishibashi, J. S. A.; Marshall, J. L.; Maziere, A.; Lovinger, G. J.; Li, B.; Zakharov, L. N.; Dargelos, A.; Graciaa, A.; Chrostowska, A.; Liu, S.-Y. 鈥淭wo BN Isosteres of Anthracene: Synthesis and Characterization鈥澨J. Am. Chem. Soc.2014,听136, 15414-15421. []
  • Xu, S.; Zhang, Y.; Li, B.; Liu, S.-Y. 鈥淪ite- and Stereo-selective trans-Hydroboration of 1,3-Enynes Catalyzed by 1,4-Azaborine-Based Phosphine-Pd Complex"听J. Am. Chem. Soc.2016,听138, 14566-14569. [闭鈥
  • Zhao, P.; Nettleton, D. O.; Karki, R.; Zecri, F. J.; Liu, S.-Y. 鈥淢edicinal Chemistry Profiling of Monocyclic 1,2-Azaborines"听ChemMedChem2017,听12, 358-361. []
  • Boknevitz, K.; Italia, J. S.; Li, B.; Chatterjee, A.; Liu, S.-Y. "Synthesis and Characterization of an Unnatural Boron and Nitrogen-containing Tryptophan Analogue and its Incorporation into Proteins"听Chem. Sci.2019,听10, 4994-4998. []