研究领域
Organic and Organometallic Chemistry
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.
近期论文
查看导师新发文章
(温馨提示:请注意重名现象,建议点开原文通过作者单位确认)
Chen, G.; Zakharov, L. N.; Bowden, M. E.; Karkamkar, A. J.; Whittemore, S. E.; Garner, E. B, III.; Mikulas, T. C.; Dixon, D. A.; Autrey, T.; Liu, S.-Y. “Bis-BN Cyclohexane: A Remarkably Kinetically Stable Chemical Hydrogen Storage Material” J. Am. Chem. Soc. 2015, 137, 134-137. [10.1021/ja511766p]
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. “Two BN Isosteres of Anthracene: Synthesis and Characterization” J. Am. Chem. Soc. 2014, 136, 15414-15421. [10.1021/ja508813v]
Chrostowska, A.; Xu, S.; Maziere, A.; Boknevitz, K.; Li, B.; Abbey, E. R.; Dargelos, A.; Graciaa, A.; Liu, S.-Y. "UV-Photoelectron Spectroscopy of BN Indoles: Experimental and Computational Electronic Structure Analysis" J. Am. Chem. Soc. 2014, 136, 11813-11820. [10.1021/ja5063899]
Brown, A. N.; Zakharov, L. N.; Mikulas, T.; Dixon, D. A.; Liu, S.-Y. "Rhodium-Catalyzed B–H Activation of 1,2-Azaborines: Synthesis and Characterization of BN Isosteres of Stilbenes" Org. Lett. 2014, 16, 3340-3343. [10.1021/ol501362w]
Xu, S.; Haeffner, F.; Li, B.; Zakharov, L. N.; Liu, S.-Y. "Monobenzofused 1,4-Azaborines: Synthesis, Characterization, and Discovery of a Unique Coordination Mode" Angew. Chem. Int. Ed. 2014, 53, 6795-6799. [10.1002/anie.201403903]
Harlow, G. P.; Zakharov, L. N.; Wu, G.; Liu, S.-Y. "Thermodynamically Controlled, Dynamic Binding of Diols to a 1,2-BN Cyclohexane Derivative" Organometallics 2013, 32, 6650-6653. Open Access Article (ACS AuthorChoice). [10.1021/om400697r]
Abbey, E. R.; Lamm, A. N.; Baggett, A. W.; Zakharov, L. N.; Liu, S.-Y. "Protecting Group-Free Synthesis of 1,2-Azaborines: A Simple Approach to the Construction of BN-Benzenoids" J. Am. Chem. Soc. 2013, 135, 12908-12913. [10.1021/ja4073436]
Rudebusch, G. E.; Zakharov, L. N.; Liu, S.-Y. "Rhodium-Catalyzed Boron Arylation of 1,2-Azaborines" Angew. Chem. Int. Ed. 2013, 52, 9316-9319. [10.1002/anie.201304443]
Campbell, P. G.; Ishibashi, J. S. A.; Zakharov, L. N.; Liu, S.-Y. "B-Methyl Amine Borane Derivatives: Synthesis, Characterization and Hydrogen Release" Aust. J. Chem. 2014, 67, 521-524. [10.1071/CH13198]
Xu, S.; Mikulas, T. C.; Zakharov, L. N.; Dixon, D. A.; Liu, S.-Y. "Boron-Substituted 1,3-Dihydro-1,3-azaborines: Synthesis, Structure, and Evaluation of Aromaticity" Angew. Chem. Int. Ed. 2013, 52, 7527-7531. [10.1002/anie.201302660]
Abbey, E. R.; Liu, S.-Y. "BN Isosteres of Indole" Org. Biomol. Chem. 2013, 11, 2060-2069. [10.1039/C3OB27436E]
Knack, D. H.; Marshall, J. L.; Harlow, G. P.; Dudzik, A.; Szaleniec, M.; Liu, S.-Y.; Heider, J. "BN/CC Isosteric Compounds as Enzyme Inhibitors: N- and B-ethyl-1,2-azaborine Inhibit Ethylbenzene Hydroxylation as Non-Convertible Substrate Analogues" Angew. Chem. Int. Ed. 2013, 52, 2599-2601. [10.1002/anie.201208351]
Luo, W.; Neiner, D.; Karkamkar, A.; Parab, K.; Garner, E. B.; Dixon, D. A.; Matson, D.; Autrey, T.; Liu, S.-Y. "3-Methyl-1,2-BN-cyclopentane: a promising H2 storage material?" Dalton Trans. 2013, 42, 611-614. [10.1039/C2DT31617J]
Brough, S. A.; Lamm, A. N.; Liu, S.-Y.; Bettinger, H. F. "Photoisomerization of 1,2-DIhydro-1,2-Azaborine: A Matrix Isolation Study" Angew. Chem. Int. Ed. 2012, 51, 10880-10883. [10.1002/anie.201203546]
Chrostowska, A.; Xu, S.; Lamm, A. N.; Maziere, A.; Weber, C. D.; Dargelos, A.; Baylere, P.; Graciaa, A.; Liu, S.-Y. "UV-Photoelectron Spectroscopy of 1,2- and 1,3-Azaborines: A Combined Experimental and Computational Electronic Structure Analysis" J. Am. Chem. Soc. 2012, 134, 10279-10285. [10.1021/ja303595z]
Baggett, A. W.; Cournia, Z.; Han, M. S.; Patargias, G.; Glass, A. C.; Liu, S.-Y.; Nolen, B. J. "Structural Characterization and Computer-Aided Optimization of a Small-Molecule Inhibitor of the Arp2/3 Complex, a Key Regulator of the Actin Cytoskeleton" ChemMedChem 2012, 7, 1286-1294. [10.1002/cmdc.201200104]
Campbell, P. G.; Marwitz, A. J. V.; Liu, S.-Y. "Recent Advances in Azaborine Chemistry" Angew. Chem. Int. Ed. 2012, 51, 6074-6092. [10.1002/anie.201200063]
Xu, S.; Zakharov, L. N.; Liu, S.-Y. "A 1,3-Dihydro-1,3-azaborine Debuts" J. Am. Chem. Soc. 2011, 133, 20152-20155. [10.1021/ja097089]
Luo, W.; Campbell, P. G.; Zakharov, L. N.; Liu, S.-Y. "A Single-Component Liquid-Phase Hydrogen Storage Material" J. Am. Chem. Soc. 2011, 133, 19326-19329. [10.1021/ja208834v]. Correction: [10.1021/ja4039399]