.Aaron C. Sather
Buchwald Group
Aaron is a NIH Postdoctoral Fellow at MIT in the research laboratory of Prof. Stephen Buchwald.
Contact Information
https://www.linkedin.com/in/aaron-c-sather-943bba6a
https://www.researchgate.net/researcher/13844034_Aaron_C_Sather
http://www.epernicus.com/users/3325
https://www.facebook.com/aaron.c.sather
Aaron C. Sather earned his BSc at the University of Oregon, working with Prof. Darren W. Johnson on arsenic remediation and anion recognition. He graduated cum laude with the distinction of departmental honors. He then moved to The Scripps Research Institute to study molecular recognition under the guidance of Prof. Julius Rebek, Jr., where he was both a Baxter Fellow and an ARCS Fellow. Presently, Aaron is a NIH Postdoctoral Fellow at MIT in the research laboratory of Prof. Stephen Buchwald.
| Lab Positions | Start Date | Fellowships and Awards | Previous Institutions |
|---|---|---|---|
| Postdoctoral Researcher | 2013 | NIH Postdoctoral Fellowship | Ph.D: The Scripps Research Institute, La Jolla, CA Advisor: Prof. Julius Rebek, Jr. Thesis: Molecular Encapsulation and the Selective Recognition of the Uranyl Ion B.Sc: University of Oregon, Eugene, OR Advisor: Prof. Darren W. Johnson Thesis: Anion Recognition and Arsenic Remediation |
Experience
NIH post-doctoral fellow
Massachusetts Institute of Technology (MIT)
Publications
Diastereoselectivity in the Self-Assembly of As2L2Cl2 Macrocycles is Directed by the As-π Interaction(Link)
Inorganic Chemistry
September 20, 2007
The
As−π interaction, in conjunction with reversible As−thiolate bond
formation, is used to direct the self-assembly of dinuclear As2L2Cl2 (L =
a dithiolate) macrocycles that exist as equilibrium mixtures of both
syn and anti diastereomers. The diastereomeric excess of these
self-assembly reactions is controlled in a predictable manner by prudent
choice of different achiral, isomeric ligands. A...more
Solution Phase Measurement of Both Weak σ and C−H···X− Hydrogen Bonding Interactions in Synthetic Anion Receptors(Link)
Journal of the American Chemical Society
July 29, 2008
A
series of tripodal receptors preorganize electron-deficient aromatic
rings to bind halides in organic solvents using weak σ anion-to-arene
interactions or C−H···X− hydrogen bonds. 1H NMR spectroscopy proves to
be a powerful technique for quantifying binding in solution and
determining the interaction motifs, even in cases of weak binding.
Anion Binding Induces Helicity in a Hydrogen Bonding Receptor: Crystal Structure of a 2,6-Bis(anilinoethynyl)pyrdinium Chloride(Link)
Crystal Growth and Design
September 2, 2009
The
synthesis and solid-state of 2,6-bis(anilinoethynyl)pyridine amide 1 is
presented. Neutral receptor 1 forms a polymeric chain through hydrogen
bonds and π stacking in the solid state. Upon protonation, receptor 1
undergoes significant conformational rearrangement to hydrogen bond to
Cl−, forming a helix (H1+Cl−). This rare example of anion-induced
helicity is detailed in the solid state and...more
Synthesis of Novel Aryl-1,2-oxaxoles from Ortho-hydroxyaryloximes(Link)
Tetrahedron Letters
November 11, 2009
The
reaction of ortho-hydroxyaryloximes with p-toluenesulfonyl chloride in
the presence of an amine base efficiently generates the corresponding
aryl-1,2-oxazole. Investigations revealed that solvent polarity greatly
affected the rate of the reaction with faster rates observed in more
polar solvents. The reaction proceeds to completion in only a few
minutes in acetonitrile at room temperature, and...more
A Synthetic Receptor for Hydrogen-Bonding to Fluorines of Trifluoroborates(Link)
Chemical Communications
September 4, 2009
A
tripodal receptor featuring three inwardly-directed hydrogen-bond
donors binds covalently bound fluorine atoms of trifluoroborates through
hydrogen-bonding.
Autocatalysis and Organocatalysis with Kemp’s Triacid Compounds(Link)
Heterocycles
August 20, 2010
Synthetic
structures capable of autocatalysis based on molecular recognition –
self-replication – were introduced nearly 20 years ago. These systems
involved neither informational oligomers such as nucleic acids nor
conditions that are generally regarded as prebiotic, but they revealed
how self-complementary molecules could act as templates for their own
formation and helped define the structure...more
Reactivity of N-nitrosoamides in Confined Spaces(Link)
Tetrahedron Letters
April 27, 2011
The
thermal rearrangement of several N-nitrosoamides was studied by 1H NMR
in the context of reversible encapsulation. The N-nitrosoamide guests
were isolated from the bulk solvent in a hydrogen-bonded dimeric host
capsule which prevented their rearrangement. The guests appear to be
preserved in their ground state conformations by the pressure exerted by
the host. The conformations of the free and...more
Selective Recognition and Extraction of the Uranyl Ion(Link)
Journal of the American Chemical Society
September 14, 2010
A
tripodal receptor capable of extracting uranyl ion from aqueous
solutions has been developed. At a uranyl concentration of 400 ppm, the
developed ligand extracts 59% of the uranyl ion into the organic phase.
The new receptor features three carboxylates that converge on the uranyl
ion through bidentate interactions. Solution studies reveal slow
exchange of the carboxylates on the NMR time scale....more
Supramolecular Architecture with a Cavitand – Capsule Chimera(Link)
Angewandte Chemie International Edition
January 18, 2011
Molecule-within-molecule
complexes are widely used in supramolecular chemistry for studies of
molecular recognition and catalysis. Self-assembled hosts isolate their
guests from the bulk media and reveal unique molecular behaviors. An
assembly that features well-differentiated and non-interacting binding
sites stabilized through hydrogen-bonding interactions is described.
A Light Controlled Cavitand Wall Regulates Guest Binding(Link)
Chemical Communications
September 14, 2010
Here
we report a cavitand with a photochemical switch as one of the
container walls. The azo-arene switch undergoes photoisomerization when
subjected to UV light producing a self-fulfilled cavitand. This process
is thermally and photochemically reversible. The reported cavitand binds
small molecules and these guests can be ejected from the cavitand
through this photochemical process.
Design, Synthesis and Characterization of Self-Assembled As2L3 and Sb2L3 Cryptands(Link)
Dalton Transactions
July 28, 2011
The
syntheses and X-ray crystal structures of six new self-assembled
supramolecular As and Sb-containing cryptands are described. Analysis in
the context of previously reported As2L3 and Sb2L3 cryptands reveals
that small differences in ligand geometries result in significant
differences in the helicity of the complexes and the stereochemistry of
the metal coordination within the assembled...more
A Deep Cavitand with a Fluorescent Wall Functions as an Ion Sensor(Link)
Organic Letters
September 13, 2011
The
synthesis and characterization of a deep cavitand bearing a fluorescent
benzoquinoxaline wall is reported. Noncovalent host–guest recognition
events are exploited to sense small charged molecules including
acetylcholine. The cavitand also exhibits an anion dependent change in
fluorescence that is used to differentiate halide ions in solution.
Switchable Catalysis with a Light Responsive Cavitand(Link)
Angewandte Chemie International Edition
September 8, 2011
A
cavitand with an azobenzene wall adopts an introverted shape when
irradiated with UV light. This conformation has been characterized in
solution and the solid state and is used to control guest binding. By
incorporating an organocatalyst guest, the rate of the Knoevenagel
condensation is controlled with light.
Synthesis of Fused Indazole Ring Systems and Application to Nigeglanine Hydrobromide(Link)
Organic Letters
March 2, 2012
The
single-step synthesis of fused tricyclic pyridazino[1,2-a]indazolium
ring systems is described. Structural details revealed by
crystallography explain the unexpected reactivity. The method is applied
to the gram scale synthesis of nigeglanine hydrobromide.
Uranyl Ion Coordination with Rigid Aromatic Carboxylates and Structural Characterization of their Complexes(Link)
Chemical Communications
May 31, 2013
Uranyl
complexes of rigid aromatic carboxylates were synthesized and their
solid-state structures characterized by X-ray crystallography. The new
ligands create cavities lined with endohedral functions to encapsulate
the uranyl ion.
Pnictogen-Directed Synthesis of Discrete Disulfide Macrocycles(Link)
Chemical Communications
June 5, 2013
Cyclic
disulfide macrocycles were rapidly synthesized cleanly and selectively
from rigid dithiols via oxidation with iodine when activated by
pnictogen additives (As and Sb). Macrocycles were confirmed by 1H-NMR
spectrscopy and X-ray crystallography. A p-xylyl-based disulfide trimer
and tetramer crystallized in hollow, stacked columns stabilized by
intermolecular, sulfur…sulfur close contacts.
Education
- With Aaliyah and Lupita Sather.
Cambridge, Massachusetts
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