Publications                                                                                                            Total Synthesis Presentations

  1. Ishibashi, J. S. A.; Dargelos, A.; Darrigan, C.; Chrostowska, A.; Liu, S.-Y. “BN Tetracene: Extending the Reach of BN/CC Isosterism in Acenes" Organometallics 2017, 36, ASAP. [acs.organomet.7b00296]
    62
    * Invited as part of a special issue on "Tailoring the Optoelectronic Properties of Organometallic Compounds with Main Group Elements".
  2. Liu, Z.; Ishibashi, J. S. A.; Darrigan, C.; Dargelos, A.; Chrostowska, A.; Li, B.; Vasiliu, M.; Dixon, D. A.; Liu, S.-Y. “The Least Stable Isomer of BN Naphthalene: Toward Predictive Trends for the Optoelectronic Properties of BN Acenes" J. Am. Chem. Soc. 2017, 139, 6082-6085. [10.1021/jacs.7b02661]
    61
  3. Lee, H.; Liu, S.-Y. “Synthesis of 1,2-Azaborines and the Preparation of Their Protein Complexes with T4 Lysozyme Mutants" J. Vis. Exp. 2017. A video protocol. [10.3791/55154]
    60
  4. McConnell, C. R.; Campbell, P. G.; Fristoe, C. R.; Memmel, P.; Zakharov, L. N.; Li, B.; Darrigan, C.; Chrostowska, A.; Liu, S.-Y. “Synthesis and Characterization of 1,2-Azaborine-Containing Phosphine Ligands: A Comparative Electronic Structure Analysis" Eur. J. Inorg. Chem. 2017, 2207-2210. [10.1002/ejic.201700242]
    59
  5. Zhao, P.; Nettleton, D. O.; Karki, R.; Zecri, F. J.; Liu, S.-Y. “Medicinal Chemistry Profiling of Monocyclic 1,2-Azaborines" ChemMedChem 2017, 12, 358-361. [10.1002/cmdc.201700047]
    58
  6. Beniwal, S.; Hooper, J.; Miller, D. P.; Costa, P. S.; Chen, G.; Liu, S.-Y.; Dowben, P. A.; Sykes C. H.; Zurek, E.; Enders A. “Graphene-like Boron-Carbon-Nitrogen Monolayers" ACS Nano 2017, 11, 2486-2493. [10.1021/acsnano.6b08136]
    57
  7. Wan, W.-M.; Baggett, A. W.; Cheng, F.; Lin, H.; Liu, S.-Y.; Jäkle, F. “Synthesis by Free Radical Polymerization and Properties of BN-Polystyrene and BN-Poly(vinylbiphenyl)" Chem. Commun. 2016, 52, 13616-13619. [10.1039/C6CC07332H]
    56
  8. Xu, S.; Zhang, Y.; Li, B.; Liu, S.-Y. “Site- and Stereo-selective trans-Hydroboration of 1,3-Enynes Catalyzed by 1,4-Azaborine-Based Phosphine-Pd Complex" J. Am. Chem. Soc. 2016, 138, 14566-14569. [10.1021/jacs.6b09759]
    55
    * Highlighted in:
    JACS Spotlights (J. Am. Chem. Soc. 2016, 138, 15097.) - [link]
  9. Lee, H; Fischer, M.; Shoichet, B. K.; Liu, S.-Y. “Hydrogen Bonding of 1,2-Azaborines in the Binding Cavity of T4 Lysozyme Mutants: Structures and Thermodynamics" J. Am. Chem. Soc. 2016, 138, 12021-12024. [10.1021/jacs.6b06566]
    54
  10. Giustra, Z. X.; Chou, L.-Y.; Tsung, C.-K.; Liu, S.-Y. "Kinetics of −CH2CH2– Hydrogen Release from a BN-cyclohexene Derivative" Organometallics 2016, 35, 2425-2428. [10.1021/acs.organomet.6b00412]
    53
  11. Liu, X.; Zhang, Y.; Li, B.; Zakharov, L. N.; Vasiliu, M.; Dixon, D. A.; Liu, S.-Y. "A Modular Synthetic Approach to Monocyclic 1,4-Azaborines" Angew. Chem. Int. Ed. 2016, 55, 8333-8337. [10.1002/anie.201602840]
    52
  12. Murphy, C. J.; Miller, D. P.; Simpson, S.; Baggett, A. W.; Pronschinske, A.; Liriano, M. L.; Therrien, A. J.; Enders, A.; Liu, S.-Y.; Zurek, E.; Sykes, E. C. H. "Charge Transfer Induced Magic Cluster Formation of Azaborine Heterocycles on Noble Metal Surfaces" J. Phys. Chem. C 2016, 120, 6020-6030. [10.1021/acs.jpcc.5b11970]
  13. Whittemore, S. M.; Bowden, M.; Karkamkar, A.; Parab K.; Neiner, D.; Autrey T.; Ishibashi, J. S. A.; Chen, G.; Liu, S.-Y.; Dixon, D. A. “Blending Materials Composed of Boron, Nitrogen and Carbon to Transform Approaches to Liquid Hydrogen Stores” Dalton Trans. 2016, 45, 6196-6203. [10.1039/c5dt04276c]

    * Invited as part of a themed issue dedicated to “Main Group Transformations”
  14. Giustra, Z. X.; Ishibashi, J. S. A.; Liu, S.-Y. “Homogeneous Metal Catalysis for Conversion Between Aromatic and Saturated Compounds” Coord. Chem. Rev. 2016, 314, 134-181. [10.1016/j.ccr.2015.11.006]
    49
    * Invited as part of a special issue on "Recent Developments in Organometallic Chemistry: 2016."
  15. Kumar, A.; Ishibashi, J. S. A.; Hooper, T. N.; Mikulas, T. C.; Dixon, D. A.; Liu, S.-Y.; Weller, A. S. “The Synthesis, Characterization and Dehydrogenation of Sigma-Complexes of BN-Cyclohexanes” Chem. Eur. J. 2016, 22, 310-322. [10.1002/chem.201502986]
  16. Kukolich, S. G.; Sun, M.; Daly, A. M.; Luo, W.; Zakharov, L. N.; Liu, S.-Y. “Identification and Characterization of 1,2-BN Cyclohexene Using Microwave Spectroscopy” Chem. Phys. Lett. 2015, 639, 88-92. [10.1016/j.cplett.2015.09.009]
  17. Baggett, A. W.; Guo, F.; Liu, S.-Y.; Jäkle, F. "Regioregular Synthesis of Azaborine Oligomers and Polymer with a syn-Conformation that is Stabilized by N-H...π Interactions" Angew. Chem. Int. Ed. 2015, 54, 11191-11195.
    [10.1002/anie.201504822]
    46
    * Selected by the editors as a "Hot Paper"
    * Highlighted by the Inside Cover of the published issue. [link]
    * Highlighted in SYNFACTS 2015, 11(10) , 1048 - [link]
  18. Brown, A. N.; Li, B.; Liu, S.-Y. “Negishi Cross-Coupling is Compatible with a Reactive B-Cl Bond: Development of a Versatile Late-Stage Functionalization of 1,2-Azaborines and its Application to the Synthesis of New BN Isosteres of Naphthalene and Indenyl" J. Am. Chem. Soc. 2015, 137, 8932-8935. [10.1021/jacs.5b05879]
    45
  19. Saif, M.; Widom, J. R.; Xu, S.; Abbey, E. R.; Liu, S.-Y.; Marcus, A. H. “Electric Dipole Transition Moments and Solvent-Dependent Interactions of Fluorescent Boron-Nitrogen Substituted Indole Derivatives” J. Phys. Chem. B 2015, 119, 7985-7993. [10.1021/acs.jpcb.5b03485]
  20. Burford, R. J.; Li, B.; Vasiliu, M.; Dixon, D. A.; Liu, S.-Y. "Diels-Alder Reactions of 1,2-Azaborines" Angew. Chem. Int. Ed. 2015, 54, 7823-7827. [10.1002/anie.201503483]
    43
  21. Edel, K.; Brough, S.; Lamm, A. N.; Liu, S.-Y.; Bettinger, H. F. "1,2-Azaborine, the BN derivative of ortho-benzyne" Angew. Chem. Int. Ed. 2015, 54, 7819-7822. [10.1002/anie.201502967]
  22. Baggett, A. W.; Vasiliu, M.; Li, B.; Dixon, D. A.; Liu, S.-Y. “Late-Stage Functionalization of 1,2-Dihydro-1,2-azaborines via Regioselective Iridium-Catalyzed C−H Borylation: The Development of a New N,N-Bidentate Ligand Scaffold” J. Am. Chem. Soc. 2015, 137, 5536-5541. [10.1021/jacs.5b01916]
    41
  23. Murphy, C. J.; Baggett, A. W.; Miller, D. P.; Simpson, S.; Marcinkowski, M. D.; Mattera, M. F. G.; Pronschinske, A.; Therrien, A.; Liriano, M. L.; Zurek, E.; Liu, S.-Y.; Sykes, E. C. H. "Effect of BN/CC Isosterism on the Thermodynamics of Surface and Bulk Binding: 1,2-dihydro-1,2-azaborine vs Benzene" J. Phys. Chem. C 2015, 119, 14624-14631. [10.1021/jp5126427]
  24. 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]
    39
    * Highlighted in:
    C&EN online - [link]
    JACS Spotlights (J. Am. Chem. Soc. 2015, 137, 551-552.) - [link]
  25. 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]
    38
  26. 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]
    37
  27. 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]
    36
  28. 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]
    35
  29. 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]
    34
    * Invited as part of a themed issue dedicated to the "Applications of Electrophilic Main Group Organometallic Molecules"
  30. 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]
    33
  31. 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]
    32
    * Highlighted in SYNFACTS 2013, 9(11) , 1226 - [link]
  32. 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]
    31
    * Invited as part of the “6th Heron Island Conference” themed issue
  33. 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]
    30
  34. Abbey, E. R.; Liu, S.-Y. "BN Isosteres of Indole" Org. Biomol. Chem. 2013, 11, 2060-2069. [10.1039/C3OB27436E]
    29
  35. 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]
    28
  36. 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]
    27
    * Invited as part of a themed issue dedicated to “Boranes and Borohydrides”
  37. 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]
  38. 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]
    25
    * Highlighted in JACS Spotlights (J. Am. Chem. Soc. 2012, 134, 11051-11052) - [link]
  39. 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]
  40. 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]
    23
    23a
  41. 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/ja2097089]
    22
  42. 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]
    21
    * Highlighted in:
    Chemical & Engineering News (C&EN) (2011, November 28, page 35) - [link]
    C&EN online - [link]
    Nature Chemistry 2012, 4, 5 - [link]
    Nature Climate Change 2012, 2, 23 - [link]
  43. Marwitz, A. J. V.; Lamm, A. N.; Zakharov, L. N.; Vasiliu, M.; Dixon, D. A.; Liu, S.-Y. "BN-substituted diphenylacetylene: a basic model for conjugated pi-systems containing the BN bond pair" Chem. Sci. 2012, 3, 825-829. [10.1039/C1SC00500F]
    20
    * Highlighted in SYNFACTS 2012, 8(5) , 497 - [link]
  44. Luo, W.; Zakharov, L. N.; Liu, S.-Y. "1,2-BN Cyclohexane: Synthesis, Structure, Dynamics, and Reactivity" J. Am. Chem. Soc. 2011, 133, 13006-13009. [10.1021/ja206497x]
    19
  45. Abbey, E. R.; Zakharov, L. N.; Liu, S.-Y. "Boron in Disguise: The Parent "Fused" BN Indole" J. Am. Chem. Soc. 2011, 133, 11508-11511. [10.1021/ja205779b]
    18
    * Highlighted in SYNFACTS 2011, 10 , 1072 - [link]
  46. Lamm, A. N.; Garner, E. B.; Dixon, D. A.; Liu, S.-Y. "Nucleophilic Aromatic Substitution Reactions of 1,2-Dihydro-1,2-Azaborine" Angew. Chem. Int. Ed. 2011, 50, 8157-8160. [10.1002/anie.201103192]
    17
  47. Marwitz, A. J. V; Jenkins, J. T.; Zakharov, L. N.; Liu, S.-Y. "Cationic 1,2-Azaborine Adducts of Trimethylphosphine, Triphenylphosphine Oxide, and Pyridine-N-Oxide" Organometallics 2011, 30, 52-54. [10.1021/om101083p]
    16
  48. Campbell, P. G.; Abbey, E. R.; Neiner, D.; Grant, D. J.; Dixon, D. A.; Liu, S.-Y. "Resonance Stabilization Energy of 1,2-Azaborines: A Quantitative Experimental Study by Reaction Calorimetry" J. Am. Chem. Soc. 2010, 132, 18048-18050. [ 10.1021/ja109596m]
    15
  49. Abbey, E. R.; Zakharov, L. N.; Liu, S.-Y. "Electrophilic Aromatic Substitution of a BN Indole" J. Am. Chem. Soc. 2010, 132, 16340-16342. [10.1021/ja107312u]
    14
    * Highlighted in Chemical & Engineering News (C&EN) (2010, November 15, page 36) - [link]
  50. Glass, A. C.; Klonoski, S.; Zakharov, L. N.; Liu, S.-Y. "Pushing the limits of steric demand around a biaryl axis: synthesis of tetra-ortho-substituted biaryl naphthalenes" Chem. Commun. 2011, 47, 286-288. [10.1039/c0cc02170a]
    13
    * Invited as part of an “Emerging Investigators” themed issue
  51. Marwitz, A. J. V; Jenkins, J. T.; Zakharov, L. N.; Liu, S.-Y. "1,2-Azaborine Cations" Angew. Chem. Int. Ed. 2010, 49, 7444-7447. [10.1002/anie.201004084]
    12
    * Selected by the editors as a "Hot Paper".
  52. Daly, A. M.; Tanjaroon, C.; Marwitz, A. J. V.; Liu, S.-Y.; Kukolich S. G. "Microwave Spectrum, Structural Parameters, and Quadrupole Coupling for 1,2-Dihydro-1,2-azaborine" J. Am. Chem. Soc. 2010, 132, 5501-5506. [10.1021/ja1005338]
  53. Campbell, P. G.; Zakharov, L. N.; Grant, D.; Dixon, D. A.; Liu, S.-Y. "Hydrogen Storage by Boron-Nitrogen Heterocycles: A Simple Route for Spent Fuel Regeneration" J. Am. Chem. Soc. 2010, 132, 3289-3291. [10.1021/ja9106622]
    10
  54. Matus, M.; Liu, S.-Y.; Dixon, D. A. "Dehydrogenation Reactions of Cyclic C2B2N2H12 and C4BNH12 Isomers" J. Phys. Chem. A 2010, 114, 2644-2654. [10.1021/jp9102838]
  55. Tanjaroon, C.; Daly, A.; Marwitz, A. J. V.; Liu, S.-Y.; Kukolich, S. G. "Microwave measurements and ab-initio calculations of structural and electronic properties of N-Et-1,2-azaborine" J. Chem. Phys. 2009, 131, 224312. [10.1063/1.3270157]
  56. Marwitz, A. J. V.; McClintock, S. P.; Zakharov, L. N.; Liu, S.-Y. "BN benzonitrile: an electron-deficient 1,2-dihydro-1,2-azaborine featuring linkage isomerism" Chem. Commun. 2010, 46, 779-781. [10.1039/b919632c]
    07
  57. Liu, L.; Marwitz, A. J. V.; Matthews, B. W.; Liu, S.-Y. "Boron Mimics: 1,2-Dihydro-1,2-azaborines Bind inside a Non-polar Cavity of T4 Lysozyme" Angew. Chem. Int. Ed. 2009, 48, 6817-6819. [10.1002/anie.200903390]
    06
    * Selected by the editors as a "Hot Paper".
  58. Lamm, A. N.; Liu, S.-Y. "How Stable Are 1,2-Dihydro-1,2-azaborines toward water and oxygen?" Mol. Biosyst. 2009, 5, 1303-1305. [10.1039/b904120f]
    05
    * Invited as part of an “Emerging Investigators” themed issue
  59. Marwitz, A. J. V.; Matus, M. H.; Zakharov, L. N.; Dixon, D. A.; Liu, S.-Y. "A Hybrid Organic/Inorganic Benzene" Angew. Chem. Int. Ed. 2009, 48, 973-977. [10.1002/anie.200805554]
    04
    * Selected by the editors as a "Hot Paper".
    * Highlighted in:
    Chemical & Engineering News (C&EN) (2009, January 5, page 11) - [link]
    Nature 2009, 457, 239 - [link]
    ACS Noteworthy Chemistry - [link]
    RSC Chemistry World, News in Brief - [link]
  60. Glass, A. C.; Morris, B. B.; Zakharov, L. N.; Liu, S.-Y. "Synthesis of Substituted Naphthalenes via a Catalytic Ring-Expansion Rearrangement" Org. Lett. 2008, 10, 4855-4857. [10.1021/ol8019617]
    03
  61. Abbey, E. R.; Zakharov, L. N.; Liu, S.-Y. "Crystal Clear Structural Evidence for Electron Delocalization in 1,2-Dihydro-1,2-azaborines" J. Am. Chem. Soc. 2008, 130, 7250-7252. [10.1021/ja8024966]
    02
    * Highlighted in Chemical & Engineering News (C&EN) (2008, June 16, page 12) - [link]
  62. Marwitz, A. J. V.; Abbey, E. R.; Jenkins, J. T.; Zakharov, L. N.; Liu, S.-Y. "Diversity through Isosterism: The Case of Boron-Substituted 1,2-Dihydro-1,2-azaborines" Org. Lett. 2007, 9, 4905-4908. [10.1021/ol702383u]
    01