Selected Publications

Electrostatic potential field effects on amine macrocyclizations within yocto-liter spaces: Supramolecular electron withdrawing/donating groups, Yao, W., Wang, K., Ismaiel, Y. A., Wang, R., Cai, X., Teeler, M., and Gibb, B. C., J. Phys. Chem. B, 2021, 125, 9333–-9340. DOI: 10.1021/acs.jpcb.1c05238

Evolution of the Free Energy Landscapes of n-Alkane Guests Bound within Supramolecular Complexes, Alagbe, B.; Gibb B. C.; Ashbaugh, H. A., J. Phys. Chem. B, 2021, 125, 7299–-7310. DOI: 10.1021/acs.jpcb.1c03640

Single fluorinated agent for multiplexed 19F-MRI with micromolar detectability based on dynamic exchange, Shusterman-Krush, R., Tirukoti, N. D., Kumar, A.B., Avram, L., Allouche-Arnon, H., Cai, X., Gibb, B.C., Bar-Shir, A., Angew. Chem. Int. Ed., 2021, 60, 15405–15411. DOI: 10.1002/anie.202100427

Cavitand Complexes in Aqueous Solution: Collaborative Experimental and Computational Studies of the Wetting, Assembly, and Function of Nanoscopic Bowls in Water, Ashbaugh, H. S., Gibb, B. C., Suating, P. S., J. Phys. Chem. B, 2021, 125, 3253–3268 (Cover article). DOI: 10.1021/acs.jpcb.0c11017

Anion binding to Ubiquitin and its Relevance to the Hofmeister Effects, Yao, W., Wang, K., Wu, A., Reed, W. F., Gibb, B. C., Chem. Sci., 2020, 12, 320–330. DOI: 10.1039/d0sc04245e

Pressure Induced Wetting and Dewetting of the Non-Polar Pocket of Deep-Cavity Cavitands in Water, Tang, D. Dwyer, T. Bukannan, H.; Blackmon, O. Delpo, C. Barnett, J. W. Gibb, B.C., Ashbaugh, H. S., J. Phys. Chem. B., 2020, 124(23), 4781–4792. DOI: 10.1021/acs.jpcb.0c02568

Intrinsic and extrinsic control of the pKa of thiol guests inside yocto-liter containers,., Cai, X., Kataria, R.; Gibb, B. C., J. Am. Chem. Soc., 2020, 142(19), 8291–8298. JACS Spotlight Article (2020, 142, 8539–8540) DOI: 10.1021/jacs.0c04882

Proximal charge effects on guest binding to a non-polar pocket., Suating, P., Nguyen,, T. N. Ernst, N. E. Wang, Y., Jordan, J. H., Gibb, C. L. D. Ashbaugh, H. S., and Gibb, B. C., Chem. Sci., 2020, 11, 3656–3663. DOI: 10.1039/C9SC06268H

Spontaneous Drying of Non-Polar Deep-Cavity Cavitand Pockets in Aqueous Solution., Barnett, J. W., Sullivan, M. R., Long, J. A., Tang, D., Nguyen, T., Ben-Amotz, D., Gibb, B. C., Ashbaugh, H. S. Nature Chemistry, 2020, online. DOI: 10.1038/s41557-020-0458-8

Molecular protection of fatty acid methyl esters within a supramolecular capsule., Wang, K., Jordan, J. H., and Gibb B. C., Chemical Communications, 2019, 55, 11695–11698. DOI: 10.1039/C9CC06501F

Electrostatic control of macrocyclization reactions within nano-spaces., Wang, K.; Cai, Xi.; Yao, W.; Tang, D.; Kataria, R.; Ashbaugh, H. S.; Byers, L. D.; Gibb, B. C., J. Am. Chem. Soc., 2019, 141(16), 6740-6747. DOI: 10.1021/jacs.9b02287

The thermodynamics of guest complexation to octa-acid and tetra-endo-methyl octa-acid: reference data for the sixth statistical assessment of modeling of proteins and ligands (SAMPL6)., Sullivan, M. R., Yao, W., Gibb, B.C., Supramolecular Chemistry, (Special Issue for ISMSC2018) 2019, 31, 184-189. DOI: 10.1080/10610278.2018.1549327

Precision switching in a discrete supramolecular assembly: alkali metal ion-carboxylate selectivities and the cationic Hofmeister effect., Hillyer, M. B.; Gan, H.; Gibb, B. C., ChemPhysChem, 2018, 19(18), 2285-2289 Cover Issue. DOI: 10.1002/cphc.201800554

Ion-Hydrocarbon and/or Ion-Ion Interactions: The Direct and Reverse Hofmeister Effects in a Synthetic Host,., J. H., Gibb, C.L.D., Wishard, A. Pham, T.; Gibb, B. C., J. Am. Chem. Soc., 2018, 140(11), 4092-4099. JACS Spotlight Article (2018, 140, 4185) DOI: 10.1021/jacs.8b00196

Alkane guest packing drives switching between multimeric deep-cavity cavitand assembly states., Barnett, J. W., Tang, D., Gibb, B. C., Ashbaugh, H. S., Chem. Commun., 2018, 54, 2639-2642. DOI: 10.1039/C8CC00036K

The Thermodynamics of Anion Complexation to Non-Polar Pockets., Sullivan, M. R., Yao, W., Tang, D., Ashbaugh, H. S., Gibb, B. C., J. Phys. Chem. B., 2018, 122, 1702−1713. DOI: 10.1021/acs.jpcb.7b12259

Collaborative Routes to Clarifying the Murky Waters of Aqueous Supramolecular Chemistry., Cremer, P. S., Flood, A. H., Gibb, B. C., Mobley, D. L., Nature Chemistry, 2018, 10, 8-16. DOI: 10.1038/NCHEM.2894

Quantifying Guest Exchange in Supramolecular Systems., Avram, L., Wishard, A., Gibb, B. C., and Bar-Shir, A., Gibb, B. C., Angew. Chemie Int. Ed. (Hot Paper and Back Cover Art), 2017, 56, 15314-15318. DOI: 10.1002/anie.201708726

Mapping the Binding Motifs of Deprotonated Mono-Unsaturated Fatty-Acids and Their Corresponding Methyl Esters Within Supramolecular Capsules., Wang, K., Gibb, B. C., J. Org. Chem., 2017, 82, 4279-4288. DOI: 10.1021/acs.joc.7b00264

The Aqueous Supramolecular Chemistry of Cucurbiturils, Pillar[n]arenes and Deep-Cavity Cavitands., Murray, J., Kim, K., Ogoshi, T., Yao, W., Gibb, B. C., Chem. Soc. Rev.,(50th Anniversary Supramolecular Chemistry), 2017, 46, 2479-2496. DOI: 10.1039/c7cs00095b

Binding of carboxylate and trimethylammonium salts to act-acid and TEMOA deep-cavity cavitands., Sullivan, M.R., Sokkalingam, P., Nguyen, T., Donahue, J.P., Gibb, B. C., J. Comp. Aided Molec. Design,(SAMPL5 Special Issue), 2017, 31, 21-28. DOI: 10.1007/s10822-016-9925-0

Synthesis of Water-Soluble Deep-Cavity Cavitands, Hillyer, M. B., Gibb, C. L. D., Sokkalingam, P., Jordan, J. H., Ioup, S. E., Mague, J. T., Gibb, B. C., Org. Lett., 2016, 18(16), 4048-51. DOI: 10.1021/acs.orglett.6b03425

Molecular Shape and the Hydrophobic Effect, Hillyer, M. B., Gibb, B. C., Annu. Rev. Phys. Chem., 2016, 67, 307-29. DOI: 10.1146/annurev-physchem-040215-112316

From steroids to aqueous supramolecular chemistry: an autobiographical career review, Gibb, B.C., Beilstein Journal of Organic Chemistry, 2016, 12, 684-701.DOI: 10.3762/bjoc.12.69

Binding Hydrated Anions with Hydrophobic Pockets, Sokkalingam, P., Shraberg, J., Rick, S. W., Gibb B. C., J. Am. Chem. Soc., 2016, 138, 48-51. DOI: 10.1021/jacs.5b10937

Thermodynamic Profiles of Salt Effects on a Host-Guest System: New Insight into the Hofmeister Effect, Gibb, C. L. D., Oertling, E. E., Velaga S., and Gibb, B. C., J. Phys. Chem. B, 2015, 119, 5624-5638. DOI: 10.1021/acs.jpcb.5b01708

Differentiation of small alkane and alkyl halide constitutional isomers via encapsulation, Sullivan, M. R.; Gibb, B. C., Org. Biomol. Chem., Advanced Article, 2015. DOI: 10.1039/C4OB02357A

Anion Complexation and The Hofmeister Effect, Carnegie, R.; Gibb, C.L.D.; Gibb, B.C., Angewante Chemie International Edition [Hot Paper], 2014, 53, 11498 – 11500, DOI: /10.1002/anie.201405796/pdf

Molecular containers assembled through the hydrophobic effect, Jordan, J.H.; Gibb, B.C., Chem. Soc. Rev., 2015, 44, 547 – 585, DOI:10.1039/C4CS00191E

Simulation optimization of spherical non-polar guest recognition by deep-cavity cavitands, Wanjari, P.P.; Gibb, B.C.; Ashbaugh, H.S., J. Chem. Phys., 2013, 139, 234502. DOI: 10.1063/1.4844215

Guest Packing Motifs within a Supra-molecular Nano-Capsule and a Covalent Analogue, Liu, S.; Russell, D.H.; Zinnel, N.; Gibb, B.C., J. Am. Chem. Soc., 2013, 135, 4314-4324.  DOI: 10.1021/ja310741q

Guest-mediated switching of the assembly state of a water-soluble deep-cavity cavitand, Gan, H. and Gibb, B. C., Chem. Commun., 2013, 1395-1397.  DOI: 10.1039/c2cc38227j

Dynamics of a Supramolecular Capsule Assembly with Pyrene, Tang, H.; de Oliveira, C.; Sonntag, G.; Gibb, C. L. D.; Gibb, B. C; Bohne, C., J. Am. Chem. Soc. 2012, 134, 5544-5547. DOI: 10.1021/ja301278p.

Guest-controlled self-sorting in assemblies driven by the hydrophobic effect, Gan, H.; Gibb, B.C. Chem. Commun., 2011, 47, 1656-1658. DOI: 10.1039/C2CC16603H. (Top 10 most accessed articles December 2012).

Supramolecular Assembly and Binding in Aqueous Solution: Useful Tips Regarding the Hofmeister and Hydrophobic Effects, Gibb, B. C., Isr. J. Chem. 2011, 51, 798-806.  DOI: 10.1002/ijch.201100058.

A versatile and modular approach to functionalization of deep-cavity cavitand via “click” chemistry, Li, Y., Giles, M. D., Liu, S., Laurent, B. A., Hoskins, J. N., Cortez, M. A., Sreerama, S. G., Gibb, B. C., Grayson, S. M., Chem. Commun., 2011, 47, 9036-9038. DOI: 10.1039/C1CC11259G

Anion Binding to Hydrophobic Concavity is Central to the Salting-in Effects of Hofmeister Chaotropes, Gibb, C. L. D.; Gibb, B. C., J. Am. Chem. Soc., 2011, 133, 7344-7347.  DOI: 10.1021/ja202308n

An improved synthesis of ‘octa-acid’ deep-cavity cavitand, Liu, S., Whisenhunt-Ioup, S. E., Gibb, C. L. D., and Gibb, B. C., Supramolecular Chemistry, 2011, 480-485. DOI: 10.1080/10610278.2010.550290.

Non-monotonic Assembly of a Deep-Cavity Cavitand, Gan, H.; Benjamin, C. J.; Gibb, B. C., J. Am. Chem. Soc., 2011, 133, 4770-4773. DOI: 10.1021/ja200633d

Solvent Denaturation of Supramolecular Capsules Assembled via the Hydrophobic Effect, Liu S., Gibb, B. C., Chemical Commun., 2011, 3574-3576. DOI: 10.1039/c1cc10122f.

Water-Soluble, Self-Assembling Container Molecules: An Update, Laughrey, Z. and Gibb, B. C., Chem. Soc. Rev, 2011, 40, 363-386. DOI: 10.1039/C0CS00030B

Kinetic resolution of constitutional isomers controlled by selective protection inside a supramolecular nanocapsule, Liu, S., Gan, H., Hermann, A. T., Rick, S. W., Gibb, B. C. Nature Chemistry, 2010, 2, 847-852. DOI:10.1038/nchem.751.

Dendronized cavitands: A step towards a synthetic viral capsid? Grayson, S. M., Gibb, B. C., Soft Matter, 2010, 6, 1377-1382. DOI: 10.1039/B921935H

Chiral Photochemistry within a Confined Space:  Diastereoselective Photorearrangements of a Tropolone and a Cyclohexadienone Included in a Synthetic Cavitand, Sundaresan, A. K.; Kaanumalle, L.; Gibb, C. L. D.; Gibb, B. C.; Ramamurthy, V.  Dalton Transactions, 2009, 20, 4003-4011. DOI: 10.1039/B900017H

Chiral Photochemistry in a Confined Space: Torquoselectivity During the Photocyclization of Pyridones within an Achiral Hydrophobic Capsule Sundaresan, A. K.; Gibb, C. L. D.; Gibb, B. C. and Ramamurthy, V., Tetrahedron (Symposium in Print), 2009, 65(35), 7277-7288. DOI: /10.1016%2Fj.tet.2009.01.110

Guests of Differing Polarities Provide Insight into Structural Requirements for Templates of Water-Soluble Nano-Capsules, Gibb, C. L. D. and Gibb, B. C. Tetrahedron (Symposium in Print), 2009, 65(35), 7240-7248. DOI: 10.1002/chin.200945208

Divergent Dendronization of Deep-Cavity Cavitands to Tune Host Solubility, Giles, M. D.; Liu, S.; Emanuel, R. L.; Gibb, B. C.; and Grayson, S. M., Isr. J. Chem. 2009, 49, 31-40. DOI: 10.1560/IJC.49.1.31

Dendronized Supramolecular Nano-Capsules: pH Independent, Water-Soluble, Deep-Cavity Cavitands Assemble via the Hydrophobic Effect, Giles, M. D.; Liu, S.; Emanuel, R. L.; Gibb, B. C.; and Grayson, S. M., J. Am. Chem. Soc., 2008, 130, 14430-14431.  DOI: 10.1021/ja806457x.

 Synthesis of Nanoscale Carceplexes from Deep-Cavity Cavitands, Srinivasan, K., Gibb, B. C., Chem. Commun., 2008, 4640-4642. DOI: 10.1039/B811594J

Water Inside a Hydrophobic Cavitand Molecule, Ewell, J.; Gibb, B. C.; Rick, S., J. Phys. Chem. B, 2008, 112, 10272-10279. DOI: 10.1021/jp804429n

High-Definition Self-Assemblies driven by the Hydrophobic Effect: Synthesis and Properties of a Supramolecular Nano-Capsule, Liu, S. and Gibb, B. C., Chem Commun. 2008, 3709-3716 (Feature Article). DOI: 10.1039/b805446k

Broad Functionalization of Deep-Cavity Cavitands by Directed Ortho Metalation, Kannupal, S. and Gibb, B. C., Euro. J. Org. Chem. (Cover article), 2008, 3265-3271. DOI: 10.1002/ejoc.200800206

Templation of the Excited State Chemistry of a-(n-alkyl)-dibenzylketones: How Guest Packing within a Nano-scale Supramolecular Capsule influences Photochemistry, Gibb, C. L. D.; Sundaresan, A. K.; Ramamurthy, V.; Gibb, B. C., J. Am. Chem. Soc., 2008, 130, 4069-4080.  DOI: 10.1021/ja7107917

Encapsulation of Ferrocene and Peripheral Electrostatic Attachment of Viologens to Dimeric Molecular Capsules Formed by an Octaacid, Deep-Cavity Cavitand, Podkoscielny, D.; Philip, I.; Gibb, C. L. D.; Gibb, B. C.; Kaifer, A. E.,  Chem. Eur. J., 2008, 14, 4704-4710. DOI: 10.1002/chem.200701961

Controlling Photoreactions with Restricted Spaces and Weak Intermolecular Forces:  Exquisite Product Selectivity during Oxidation of Olefins by Singlet Oxygen Natarajan, A.; Kaanumalle, L. S.; Jockusch, S.; Gibb, C. L. D.; Gibb, B. C.; Turro, N. J. and Ramamurthy, V. J. Am. Chem. Soc., 2007, 129, 4132-4133. DOI: 10.1021/ja070086x

Straight-Chain Alkanes Template the Assembly of Water-Soluble Nano-Capsules, Gibb C. L. D.; Gibb, B. C., Chem. Commun. 2007, 1635-1637. DOI: 10.1039/B618731E

Electrophilic Substitution of Deep Cavity Cavitands: Selective Exo Functionalization of Molecular Concavity Srinivasan, K. and Gibb, B. C., Organic Letters, 2007, 9, 745-748. DOI: 10.1021/ol062897w

Photo-Fries Reaction In Water Made Highly Selective With a Capsule Kaanumalle, L. S.; Gibb, C. L. D.; Gibb, B. C.; Ramamurthy, V., Organic and Biomolecular Chemistry, 2007, 5, 236-238. DOI: 10.1039/b617022f

Templated Assembly of Water-Soluble Nano-Capsules: Inter-Phase Sequestration, Storage, and Separation of Hydrocarbon Gases, Gibb, C. L. D., Gibb, B. C., J. Am. Chem. Soc., 2006, 128, 16498-16499. (Featured in Nature Nanotechnology, December 2006; ( DOI: 10.1021/ja0670916

A Deuterated Deep-Cavity Cavitand Confirms the Importance of C-H×××X-R Hydrogen Bonds in Guest Binding, Laughrey, Z. R.; Upton, T. G.; Gibb, B. C., Chem. Commun. 2006, 970-972. DOI: 10.1039/b515187b

Directed Ortho Metallation of Deep-Cavity Cavitands: Functionalizing Molecular Concavity, Laughrey, Z. R.; Gibb, B. C., J. Org. Chem., 2006, 71, 1289-1294 (Cover article issue #4). DOI: 10.1021/jo0513515

Polyfunctionalized Macrocycles Demonstrate Enantioselective and Ditopic Binding Properties, Gong. J.; Gibb, B. C. Chem. Commun., 2005, 3319-3321. DOI: 10.1039/B501774B

A Hydrophobic Nano-Capsule Controls the Photophysics of Aromatic Molecules By Suppressing their Favored Solution Pathways, Kaanumalle, L. S.; Gibb, C. L. D.; Gibb, B. C.; Ramamurthy, V., J. Am. Chem. Soc., 2005, 127, 3674-3675. DOI: 10.1021/ja0425381

A New Macrocycle Demonstrates Ditopic Recognition Properties, Gong J.; and Gibb, B. C.; Chem. Commun. 2005, 1393-1395. DOI: 10.1039/B414923H

Controlling Photochemistry With Distinct Hydrophobic Nano-Environments, Kaanumalle, L. S.; Gibb, C. L. D.; Gibb, B. C.; Ramamurthy, V., J. Am. Chem. Soc., 2004, 126, 14366-14367. (see also: Nature, 2004, 432, p163, and Chemical & Engineering News Jan 3rd, 2005, p30). DOI: 10.1021/ja0450197

Well Defined, Organic Nano-Environments in Water: The Hydrophobic Effect Drives a Capsular Assembly Gibb, C. L. D., Gibb, B. C., J. Am. Chem. Soc., 2004, 126, 11408-11409.  DOI: 10.1021/ja0475611

Remote Substituents Influence both the Thermodynamics and Kinetics of Zinc Binding to Tris-Pyridyl Methanol Derivatives Gong J., Gibb, B. C., Organic Letters, 2004, 6, 1353-1356. DOI: 10.1021/ol0498491

Resorcinarenes as Templates Gibb, B. C., Chemistry: A European Journal, 2003, 9, 5180-5187. DOI: 10.1002/chem.200305029

Guest Binding and Orientation within Open Nano-scale Hosts, Laughrey, Z. R.; Gibb, C. L. D.; Senechal, T.; Gibb, B. C. Chemistry: A European Journal, 2003, 9, 130-139. DOI: 10.1002/chem.200390008

Resorcinarenes as Templates: A General Strategy for the Synthesis of Large Macrocycles, Li, X., Upton, T.; Gibb, C. L. D.; Gibb, B. C., J. Am. Chem. Soc. 2003, 125, 650-651. DOI: 10.1021/ja029116g

Adjusting the Thermodynamics, Kinetics, and Orientation of Guests within Large Synthetic Hydrophobic Pockets, Gibb, C. L. D.; Li, X.; Gibb, B. C., Proceedings of the National Academy of Sciences (US), 2002, 99, 4857-4862. DOI: 10.1073/pnas.062653599

C-H   X-R (X = Cl, Br and I) Hydrogen Bonds Drive the Complexation of a Nano-Scale Molecular Basket, Gibb, C. L. D.; Stevens, E. D.; Gibb, B. C., J. Am. Chem. Soc., 2001, 123, 5849-5850. DOI: 10.1021/ja005931p

Two New Ligands for Carbonic Anhydrase Mimicry.  Li, X.; Gibb, C. L. D.; Kuebel, M. E;  Gibb, B. C., Tetrahedron, 2001, 57, 1175-1182.

Reduced Symmetry Deep-Cavity Cavitands.  Green, J. O.; Baird, J.-H.; Gibb, B. C., Organic Letters, 2000, 2, 3845-3848. DOI: 10.1021/ol006569m

Functionalized Deep-Cavity Cavitands.  Xi, H.; Gibb, C. L. D.; Gibb, B. C., J. Org. Chem., 1999, 64, 9286-9288. DOI: 10.1021/jo9909913

Deep-Cavity Cavitands:  Synthesis and Solid-State Structure of Host Molecules Possessing Large Bowl-Shaped Cavities.  Xi, H., Gibb, C. L. D., Stevens, E. D., Gibb, B. C., Chem. Commun., 1998, 1743-1744. DOI: 10.1039/A803571G