Design and construction of organic crystals: Orthogonal recognition of pioperazinediones derived from unnatural alpha-amino acids

Persistent Link:
http://hdl.handle.net/10150/282281
Title:
Design and construction of organic crystals: Orthogonal recognition of pioperazinediones derived from unnatural alpha-amino acids
Author:
Williams, Lawrence Joseph, 1968-
Issue Date:
1996
Publisher:
The University of Arizona.
Rights:
Copyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.
Abstract:
A paradigm and theoretical model for the design and construction of acentric crystalline solids is presented. In theory, molecular assembly in a predetermined arrangement will result for molecules that possess and participate in three chemically and geometrically orthogonal intermolecular interactions. A class of piperazinediones was designed to possess such orthogonal recognition elements and may provide an appropriate scaffold for the rational design of molecular building blocks for construction of acentric crystals. The topography and conformational rigidity of this scaffold limit packing options, which facilitate prediction of crystal structures from consideration of readily identified forces associated with three orthogonal recognition elements. Recognition elements can be introduced and modified by changing the functional groups on the scaffold via chemical synthesis. Structural variability facilitates exploration and exploitation of these molecules. A family of organic molecules that satisfy many of the conditions of the theoretical model is described and evaluated on the basis of their design, synthesis, and characterization.
Type:
text; Dissertation-Reproduction (electronic)
Keywords:
Chemistry, Organic.
Degree Name:
Ph.D.
Degree Level:
doctoral
Degree Program:
Graduate College; Chemistry
Degree Grantor:
University of Arizona
Advisor:
Mash, Eugene A.

Full metadata record

DC FieldValue Language
dc.language.isoen_USen_US
dc.titleDesign and construction of organic crystals: Orthogonal recognition of pioperazinediones derived from unnatural alpha-amino acidsen_US
dc.creatorWilliams, Lawrence Joseph, 1968-en_US
dc.contributor.authorWilliams, Lawrence Joseph, 1968-en_US
dc.date.issued1996en_US
dc.publisherThe University of Arizona.en_US
dc.rightsCopyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.en_US
dc.description.abstractA paradigm and theoretical model for the design and construction of acentric crystalline solids is presented. In theory, molecular assembly in a predetermined arrangement will result for molecules that possess and participate in three chemically and geometrically orthogonal intermolecular interactions. A class of piperazinediones was designed to possess such orthogonal recognition elements and may provide an appropriate scaffold for the rational design of molecular building blocks for construction of acentric crystals. The topography and conformational rigidity of this scaffold limit packing options, which facilitate prediction of crystal structures from consideration of readily identified forces associated with three orthogonal recognition elements. Recognition elements can be introduced and modified by changing the functional groups on the scaffold via chemical synthesis. Structural variability facilitates exploration and exploitation of these molecules. A family of organic molecules that satisfy many of the conditions of the theoretical model is described and evaluated on the basis of their design, synthesis, and characterization.en_US
dc.typetexten_US
dc.typeDissertation-Reproduction (electronic)en_US
dc.subjectChemistry, Organic.en_US
thesis.degree.namePh.D.en_US
thesis.degree.leveldoctoralen_US
thesis.degree.disciplineGraduate Collegeen_US
thesis.degree.disciplineChemistryen_US
thesis.degree.grantorUniversity of Arizonaen_US
dc.contributor.advisorMash, Eugene A.en_US
dc.identifier.proquest9720708en_US
dc.identifier.bibrecord.b34619860en_US
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