Aprahamian Research Group
  • Home
  • Group News
    • 2022
    • Prior to 2022
  • Group
    • Ivan Aprahamian
    • Post-Docs
    • Grads
    • Undergrads
    • Mascot
    • Alumni
  • Research
    • Switches
    • Fluorophores
    • Sensors
  • Publications
  • Outreach
  • Links
    • Dartmouth Chemistry
  • Home
  • Group News
    • 2022
    • Prior to 2022
  • Group
    • Ivan Aprahamian
    • Post-Docs
    • Grads
    • Undergrads
    • Mascot
    • Alumni
  • Research
    • Switches
    • Fluorophores
    • Sensors
  • Publications
  • Outreach
  • Links
    • Dartmouth Chemistry
Search by typing & pressing enter

YOUR CART

Publications​

Picture
76.  G. C. Thaggard, G. A. Leith, D. Sosnin, C. R. Martin, K. C. Park, M. K. McBride, J. Lim, B. J. Yarbrough, B. K. P. M. Kankanamalage, G. R. Wilson, A. R. Hill, M. D. Smith, S. Garashchuk,* A. B. Greytak,* I. Aprahamian,* N. B. Shustova,*  Confinement-Driven Photophysics in Hydrazone-Based Hierarchical Materials, 
Angew. Chem. Int. Ed. 2022, e202211776

Selected as VIP (Very Important Paper)
Picture
75.  Q. Qiu, S. Yang, M. A. Gerkman, H. Fu, I. Aprahamian,* G. G. D. Han,*  Photon Energy Storage in Strained Cyclic Hydrazones: Emerging Molecular Solar Thermal Energy Storage Compounds, J. Am. Chem. Soc. 2022, 144, 12627–12631



Picture
74. L.-Q. Zheng, S. Yang, S. Krähenbühl, V. V. Rybkin, J. Lan, I. Aprahamian,* R. Zenobi,* Effect of the alkyl linker length on the photoisomerization of hydrazone switches on metal surfaces, Mater. Today Chem. 2022, 24, 100797

Special issue for "Fraser’s 80th birthday"
Picture
73. S. Yang, J. D. Harris, A. Lambai, L. L. Jeliazkov, G. Mohanty, H. Zeng, A. Priimagi, I. Aprahamian,* Multistage Reversible Tg Photomodulation and Hardening of Hydrazone-Containing Polymers, J. Am. Chem. Soc. 2021, 143, 16348-16353
Picture
72. R. Liang, J. Samanta, B. Shao, M. Zhang, R. J. Staples, A. D. Chen, M. Tang, Y. Wu, I. Aprahamian,* C. Ke,* A Heteromeric Carboxylic-acid-based Single Crystalline Crosslinked Organic Framework, Angew. Chem. Int. Ed. 2021, 60, 23176-23181

Selected as VIP (Very Important Paper)


Picture
71. S. Yang, D. Larsen, M. Pellegrini, S. Meier, D. F. Mierke,* S. R. Beeren,* I. Aprahamian,* Dynamic enzymatic synthesis of γ-cyclodextrin using a photoremovable hydrazone template, Chem 2021, 7, 2190-2200.

​
Highlighted in C&EN, COSMOS, Dartmouth News,​NRC and ChemistryWorld
Picture
70. A. N. Bismillah,* I. Aprahamian,* Fundamental studies to emerging applications of pyrrole-BF2 (BOPHY) fluorophores, Chem. Soc. Rev. 2021, 50, 5631-5649
Picture
69. B. Shao, I. Aprahamian,* Hydrazones as New Molecular Tools, Chem 2020, 6, 2162-2173

Picture
68. I. Aprahamian,* The Future of Molecular Machines​, ACS Cent. Sci. 2020, 6, 347-358
Picture
67. B. Shao, I. Aprahamian,* Planarization‐Induced Activation Wavelength Red‐Shift and Thermal Half‐Life Acceleration in Hydrazone Photoswitches, ChemistryOpen 2020, ​9, 191-194

Contribution to a special issue dedicated to the 80th birthday of Jean-Marie Lehn
Picture
66. X. Guo, B. Shao, S. Zhou, I. Aprahamian,* Z. Chen,* Visualizing intracellular particles and precise control of drug release using an emissive hydrazone photochrome, Chem. Sci. 2020, 11, 3016-3021

Picture
65. A. Iagatti, B. Shao, A. Credi, B. Ventura,* I. Aprahamian,* Di Donato, M., Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone, Beilstein J. Org. Chem. 2019, 15, 2438–2446
Picture
64. L.-Q. Zheng, S. Yang, J. Lan, L. Gyr, G. Goubert, H. Qian, I. Aprahamian,* R. Zenobi,* Solution phase and surface photoisomerization of a hydrazone switch with long thermal half-life,  J. Am. Chem. Soc. 2019, 141, 17637–17645
Picture
63. B. Shao, N. Stankewitz, J. A. Morris, M. D. Liptak, I. Aprahamian,* White-light emission from a structurally simple hydrazone, Chem. Commun.  2019, ​5, 9551-9554

Picture
62. B. Shao, I. Aprahamian,* pH-Induced Fluorescence and Thermal Relaxation Rate Modulation in a Hydrazone Photoswitch, ChemPhotoChem 2019, 3, 361-364

​Contribution to a special issue on Photoresponsive Molecular Switches and Machines
Picture
61. B. Shao, H. Qian, Q. Li, I. Aprahamian,* Structure Property Analysis of the Solution and Solid-State Properties of Bistable Photochromic Hydrazones, J. Am. Chem. Soc. 2019, 141, 8364-8371
Picture
60. A. Ryabchun, Q. Li, F. Lancia, I. Aprahamian,* N. Katsonis,* Shape-Persistent Actuators from Hydrazone Photoswitches, J. Am. Chem. Soc. 2019, 141, 1196-1200

Picture
59. M. J. Moran, M. Magrini, D. M. Walba, I. Aprahamian,* Driving a Liquid Crystal Phase Transition Using a Photochromic Hydrazone, J. Am. Chem. Soc. 2018, 140, 13623-13627
Picture
58. B. Shao, M. Baroncini, H. Qian, L. Bussotti, M. Di Donato, A. Credi,* I. Aprahamian,* Solution and Solid-State Emission Toggling of a Photochromic Hydrazone, J. Am. Chem. Soc. 2018, 140, 12323-12327

​Highlighted in 
C&EN
Picture
57. Q. Li, H. Qian, B. Shao, Ru. P. Hughes, I. Aprahamian,* Building Strain with Large Macrocycles and Using It To Tune the Thermal Half-Lives of Hydrazone Photochromes, J. Am. Chem. Soc. 2018, 140, 11829-11835

Highlighted as 
spotlight

Picture
56. J. D. Harris, M. J. Moran, I. Aprahamian,* New Molecular Switch Architectures, Proc. Natl. Acad. Sci. U.S.A. 2018, 115, 9414-9422
Picture
55. H. Qian, S. Pramanik, I. Aprahamian,* Photochromic Hydrazone Switches with Extremely Long Thermal Half-Lives, J. Am. Chem. Soc. 2017, 139, 9140-9143
Picture
54. I. Aprahamian,* Hydrazone Switches and Things in Between, ChemCommun 2017, 53, 6674-6684

Picture
53. H. Qian, B. Shao, I. Aprahamian,* Visible-Light Fluorescence Photomodulation in Azo-BF2 Switches, Tetrahedron 2017, 73, 4901-4904

Invited contribution to the Tetrahedron Symposium-in-Print dedicated to Professor Ben Feringa
Picture
52. V. Carboni, X. Su, H. Qian, I. Aprahamian,* A. Credi,* Blue-Light-Emitting Triazolopyridinium and Triazoloquinolinium Salts, ChemPhotoChem 2017, 1, 222-229
Picture
H. Qian, Y.-Y. Wang, D.-S. Guo, I. Aprahamian,* Controlling the Isomerization Rate of an Azo-BF2 Switch Using Aggregation , J. Am. Chem. Soc. 2017, 139, 1037-1040

Picture
50. H. Qian, E. M. Cousins, E. H. Horak, A. Wakefield, M. D. Liptak,* I. Aprahamian,* Suppression of Kasha's rule as a mechanism for fluorescent molecular rotors and aggregation-induced emission, Nature. Chem. 2017, 9, 83-87

​This paper was highlighted in 
Science Daily, PhysOrg, and other news outlets.
Picture
49. S. Pramanik, I. Aprahamian,* Hydrazone Switch-Based Negative Feedback Loop, J. Am. Chem. Soc. 2016, 138, 15142-15145
Picture
48. I. Aprahamian,* Molecular machines: Molecules bearing robotic arms, Nat. Chem. 2016, 8, 97-99.

Picture
47. H. Qian, I. Aprahamian,* An emissive and pH switchable hydrazone-based hydrogel, Chem. Commun. 2015, 51, 11158-11161
Picture
46. J. T. Foy, D. Ray, I. Aprahamian,* Regulating signal enhancement with coordination-coupled deprotonation of a hydrazone switch, Chem. Sci. 2015, 6, 209-213
Picture
45. L. Tatum, J. T. Foy, I. Aprahamian,* Waste management of chemically activated switches: using a photoacid to eliminate accumulation of side products, J. Am. Chem. Soc. 2014, 136, 17438-17441

​This communication was highlighted in 
Science Daily, PhysOrg, and LaserFocusWorld. It was also featured in JACS Spotlights

Picture
44. Y. Yang, R. P. Hughes, I. Aprahamian,* Near-Infrared Light Activated Azo BF2 Switches, J. Am. Chem. Soc. 2014, 136, 13190-13193.
Picture
43. M.L. Croteau, X. Su, D. E. Wilcox, I. Aprahamian,* Metal Coordination and Isomerization of a Hydrazone Switch, ChemPlusChem 2014, 79, 1214-1224.

​Invited contribution to the 
Early Career Series
Picture
42. L. Tatum, X. Su, I. Aprahamian,* Simple Hydrazone Building Blocks for Complicated Functional Materials, Acc. Chem. Res. 2014, 47, 2141-2149.

​Invited contribution to the special issue on 
Responsive Host Guest Systems.

Picture
41. X. Su, I. Aprahamian,* Hydrazone-based switches, metallo-assemblies and sensors, Chem. Soc. Rev. 2014, 43, 1963-1981.

Invited contribution to the special issue on 
Supramolecular and Dynamic Covalent Reactivity Check out the inside front cover.
Picture
40. X. Su, I. Aprahamian,* Zinc(II)-Regulation of Hydrazone Switch Isomerization Kinetics, Org. Lett. 2013, 15, 5952-5955.
Picture
39. X. Su, S. Voskian, R. P. Hughes, I. Aprahamian,* Manipulating Liquid-Crystal Properties Using a pH Activated Hydrazone Switch, Angew. Chem. Int. Ed. 2013, 52, 10734-10739.

This communication was highlighted in 
C&EN , Medical News Today , Wiley-VCH Hot Topics , Chemistry Views, Liquid Crystals Today , and as a frontispiece.

Picture
38. T. F. Robbins, H. Qian, X. Su, R. P. Hughes, I. Aprahamian,* Cyanide Detection Using a Triazolopyridinium Salt, Org. Lett. 2013, 15, 2386-2389.
Picture
37. X. Su, M. Liptak, I. Aprahamian,* Water Soluble Triazolopyridinium Salts as Tunable Blue Light Emitters, Chem. Commun. 2013, 49, 4160-4162.

Invited contribution to the 2013 Chem Commun Emerging Investigator Issue.
Picture
36. Y. Yang, R. P. Hughes, I. Aprahamian,* Visible Light Switching of a BF2-Coordinated Azo Compound, J. Am. Chem. Soc. 2012, 134, 15221-15224.

This communication was highlighted in C&EN.

Picture
35. X. Su, M. Lokov, A. Kutt, I. Leito, I. Aprahamian,* Unusual para-Substituent Effects on the Intramolecular Hydrogen-Bond in Hydrazone-Based Switches, Chem. Commun. 2012, 48, 10490-10492.

​Invited contribution to the "Aromaticity" special issue.
Picture
34. D. Ray, J. T. Foy, R. P. Hughes, I. Aprahamian,* A switching cascade of hydrazone-based rotary switches through coordination-coupled proton relays, Nature Chem. 2012, 4, 757-762.

The paper was highlighted in the 
News and Views section of Nature Chemistry.
Picture
33. X. Su, T. Lessing, I. Aprahamian,* The Importance of the Rotor in Hydrazone-Based Molecular Switches, Beilstein J. Org. Chem. 2012, 8, 872-876.

​
Invited contribution to the "Molecular Switches and Cages" special issue.

Picture
32. J. T. Foy, E. B. Wilkes, I. Aprahamian, Self-Assembly of Benzyl Cyclopentadienyl Lithium, CrystEngComm 2012, 14, 6126-6128.

​Invited contribution to the "New Talent Americas" special issue.
Picture
31. Y. Yang, X. Su, C. Carroll, I. Aprahamian, Aggregation Induced Emission in BF2-Hydrazone (BODIHY) Complexes, Chem. Sci. 2012, 3, 610-613.

This paper was one of the 
top 10 most accessed papers in November 2011. In addition, it was highlighted by ACS Noteworthy Chemistry.
Picture
30. S. M. Landge, K. Tkatchouk, D. Benitez, D. A. Lanfranchi. M. Elhabiri, W. A. Goddard III, I. Aprahamian,* Isomerization Mechanism in Hydrazone-Based Rotary Switches: Lateral Shift, Rotation, or Tautomerization?, J. Am. Chem. Soc. 2011, 133, 9812-9823.

Picture
29. X. Su, T. F. Robbins, I. Aprahamian,* Switching Through Coordination-Coupled Proton Transfer, Angew. Chem. Int. Ed. 2011, 50, 1841-1844.
​
Picture
28. X. Su, I. Aprahamian,* Switching Around Two Axles: Controlling the Configuration and Conformation of a Hydrazone-Based Switch, Org. Lett. 2011, 31, 30-33.
Picture
27. S. M. Landge, I. Aprahamian,* pH Activated Configurational Rotary Switch: Controlling the E/Z Isomerization in Hydrazones, J. Am. Chem. Soc. 2009, 131, 18269-18271.

75. B. Shao, I. Aprahamian,  Arylhydrazones. Molecular Photoswitches. Wiley July 25, 2022, pp 113–129.
26. T. Yasuda, K. Tanabe, K. K. Coti, I. Aprahamian, J. F. Stoddart, T. Kato, A Redox-Switchable [2]Rotaxane in a Liquid-Crystalline State, Chem. Commun. 2010, 1224-1226.
This paper was selected as a Hot Paper and Highlighted in NPG Asia Materials.

25. A. Trabolsi, A. C. Fahrenbach, S. K. Dey, A. I. Share, D. C. Friedman, S. Basu, T. B. Gasa, N. M. Khashab, S. Saha, I. Aprahamian, H. A. Khatib, A. H. Flood, J. F. Stoddart, A Tristable [2]Pseudo[2]Rotaxane, Chem. Commun. 2010, 871-873.

24. Y.-L Zhao, W. R. Dichtel, A. H. Trabolsi, S. Saha, I. Aprahamian, J. F. Stoddart, A Redox-Switchable α-Cyclodextrin-Based [2]Rotaxane, J. Am. Chem. Soc. 2008, 130, 11294-11296.

23. W. R. Dichtel, O. Š. Miljanic, W. Zhang, J. M. Spruell, K. Patel, I. Aprahamian, J. R. Heath, J. F. Stoddart, Kinetic and Thermodynamic Approaches for the Efficient Formation of Mechanical Bonds, Acc. Chem. Res. 2008, 41, 1750-1761.

22. A. Coskun, S. Saha, I. Aprahamian, J. F. Stoddart, A Reverse Donor-Acceptor Bistable [2]Catenane, Org. Lett. 2008, 10, 3187-3190.

21. Y.-L. Zhao, I. Aprahamian, A. H. Trabolsi, N. Erina, J. F. Stoddart, Organogel Formation by a Cholesterol-Stoppered Bistable [2]Rotaxane and Its Dumbbell Precursor, J. Am. Chem. Soc. 2008, 130, 6348-6350.

20. I. Aprahamian, J.-C. Olsen, A. H. Trabolsi, J. F. Stoddart, Tetrathiafulvalene Radical Cation Dimerization in a Bistable Tripodal [4]Rotaxane, Chem. Eur. J. 2008, 14, 3889-3895.

19. O. Š. Miljanic, W. R. Dichtel, I. Aprahamian, R. D. Rohde, H. D. Agnew, J. R. Heath, J. F. Stoddart, Rotaxanes and Catenanes by Click Chemistry, QSAR Comb. Sci. 2007, 27, 1165-1174. (Invited Review)

18. I. Aprahamian, O. Š. Miljanic, W. R. Dichtel, K. Isoda, T. Yasuda, T. Kato, J. F. Stoddart, Clicked Interlocked Molecules, Bull. Chem. Soc. Jpn. 2007, 80, 1856-1869. (Invited Review - Back Cover)

17. S. Kang, I. Aprahamian, J. F. Stoddart, Pirouetting in Chiral [2]Catenanes, Israel J. Chem. 2007, 47, 253-262. (Equal contribution with S. K.)

16. I. Aprahamian, T. Yasuda, T. Ikeda, S. Saha, W. R. Dichtel, K. Isoda, T. Kato, J. F. Stoddart, A Liquid Crystalline Bistable [2]Rotaxane, Angew. Chem. Int. Ed. 2007, 46, 4675-4679.

15. T. Ikeda, I. Aprahamian, J. F. Stoddart, The Blue-Colored Donor-Acceptor [2]Rotaxane, Org. Lett. 2007, 9, 1481-1484.

14. I. Aprahamian, W. R. Dichtel, T. Ikeda, J. R. Heath, J. F. Stoddart, A Clicked Bistable [2]Rotaxane, Org. Lett. 2007, 9, 1287-1290.

13. T. Ikeda, S. Saha, I. Aprahamian, K. C.-F. Leung, A. Williams, W.-Q. Deng, A. H. Flood, W. A. Goddard III, J. F. Stoddart, Toward Electrochemically-Controllable Tristable Three-Station [2]Catenanes, Chem. Asian J. 2007, 2, 76-93.

12. S. Nygaard, K. C.-F. Leung, I. Aprahamian, T. Ikeda, S. Saha, B. W. Laursen, S.-Y. Kim, S. W. Hansen, P. C. Stein, A. H. Flood, J. F. Stoddart, J. O. Jeppesen, Functionally Rigid Bistable [2]Rotaxanes, J. Am. Chem. Soc. 2007, 129, 960-970.

11. R. J. Vermeil, D. O. Miller, L. N. Dawe, I. Aprahamian, T. Sheradsky, M. Rabinovitz, G. J. Bodwell, Mixed [2.2]Cyclophanes of Pyrene and Benzene, Aust. J. Chem. 2010, 63, 1703-1716.

10. I. Aprahamian, H. A. Wegner, T. Sternfeld, K. Rauch, A. de Meijere, T. Sheradsky, L. T. Scott, M. Rabinovitz, Anions and Polyanions of Oligoindenopyrenes: Modes of Electron Delocalization and Dimerization, Chem. Asian J. 2006, 1, 678-685.

9. A. de Meijere, B. Stulgies, K. Albrecht, K. Rauch, H. A. Wegner, H. Hopf, L. T. Scott, L. Eshdat, I. Aprahamian, M. Rabinovitz, New Interesting Molecular Topologies by Way of Modern Cross-Coupling Reactions, Pure Appl. Chem. 2006, 78, 813-830.

8. I. Aprahamian, D. V. Preda, M. Bancu, A. P. Belanger, T. Sheradsky, L. T. Scott, M. Rabinovitz, Reduction of Bowl-Shaped Hydrocarbons: Dianions and Tetraanions of Annelated Corannulenes, J. Org. Chem. 2006, 71, 290-298.

7. I. Aprahamian, D. Eisenberg, R. E. Hoffman, T. Sternfeld, Y. Matsuo, E. A. Jackson, E. Nakamura, L. T. Scott, T. Sheradsky, M. Rabinovitz, Ball-and-Socket Stacking of Supercharged Geodesic Polyarenes: Bonding by Interstitial Lithium Ions, J. Am. Chem. Soc. 2005, 127, 9581-9587.

6. I. Aprahamian, G. J. Bodwell, J. J. Fleming, G. P. Manning, M. R. Mannion, B. L. Merner, T. Sheradsky, R. J. Vermeij, M. Rabinovitz, Reduction of Strained Polycycles: How Much Strain Can a Pyrene Anion Take?, J. Am. Chem. Soc. 2004, 126, 6765-6775.

5. N. Treitel, R. Shenhar, I. Aprahamian, T. Sheradsky, M. Rabinovitz, Calculations of PAH anions: When Are Diffuse Functions Necessary?, Phys. Chem. Chem. Phys. 2004, 6, 1113-1121.

4. I. Aprahamian, G. J. Bodwell, J. J. Fleming, G. P. Manning, M. R. Mannion, T. Sheradsky, R. J. Vermeij, M. Rabinovitz, Reductive Dimerization of Tethered Pyrenes: Implications For the Reduction of Polycyclic Aromatic Hydrocarbons, Angew. Chem. Int. Ed. 2003, 42, 2547-2550.
This paper was designated a "VIP".


3. I. Aprahamian, G. J. Bodwell, J. J. Fleming, G. P. Manning, M. R. Mannion, T. Sheradsky, R. J. Vermeij, M. Rabinovitz, The Great Escape?from Antiaromaticity: Reduction of Strained Pyrenes, J. Am. Chem. Soc. 2003, 125, 1720-1721.
This paper was selected as an Editors' Choice by Science. See Science 2003, 299, 979-981.

2. I. Aprahamian, R. E. Hoffman, T. Sheradsky, D. V. Preda, M. Bancu, L. T. Scott, M. Rabinovitz, A Four-Step Alternating Reductive Dimerization/Bond-Cleavage of Indenocorannulene, Angew. Chem. Int. Ed. 2002, 41, 1712-1715.

1. T. Sternfeld, R. E. Hoffman, I. Aprahamian, M. Rabinovitz, Fullerene Anions: Unusual Charge Distribution in C₇₀⁶⁻, Angew. Chem. Int. Ed. 2001, 40, 455-457.


Book Chapter(s):

1. I. Aprahamian, M. Rabinovitz, "Polycyclic and Fullerene Lithium Carbanions" In The Chemistry of Organolithium Compounds (Vol II); Z. Rappoport, I. Marek, Eds; John Wiley & Sons Ltd.; Chichester (UK), 2006, 477-524.
​2. 
B. Shao, I. Aprahamian,  "Arylhydrazones" In Molecular Photoswitches; Z. L. Pianowski, Ed; Wiley, 2022, 113–129.

Contact Us
6128 Burke Laboratory, Department of Chemistry, Dartmouth College, Hanover, NH 03755
            Tel: (603) 646-9666; Fax: (603) 646-3946.