Photodimerization

14,000,000 Leading Edge Experts on the ideXlab platform

Scan Science and Technology

Contact Leading Edge Experts & Companies

Scan Science and Technology

Contact Leading Edge Experts & Companies

The Experts below are selected from a list of 261 Experts worldwide ranked by ideXlab platform

Junfeng Xiang - One of the best experts on this subject based on the ideXlab platform.

Leonard R. Macgillivray - One of the best experts on this subject based on the ideXlab platform.

  • putting cocrystal stoichiometry to work a reactive hydrogen bonded superassembly enables nanoscale enlargement of a metal organic rhomboid via a solid state photocycloaddition
    Journal of the American Chemical Society, 2018
    Co-Authors: Qianli Chu, Andrew J E Duncan, Giannis S Papaefstathiou, Tamara D Hamilton, Manza B J Atkinson, S Santhana V Mariappan, Leonard R. Macgillivray
    Abstract:

    Enlargement of a self-assembled metal–organic rhomboid is achieved via the organic solid state. The solid-state synthesis of an elongated organic ligand was achieved by a template directed [2 + 2] Photodimerization in a cocrystal. Initial cocrystals obtained of resorcinol template and reactant alkene afforded a 1:2 cocrystal with the alkene in a stacked yet photostable geometry. Cocrystallization performed in the presence of excess template resulted in a 3:2 cocrystal composed of novel discrete 10-component hydrogen-bonded “superassemblies” wherein the alkenes undergo a head-to-head [2 + 2] Photodimerization. Isolation and reaction of elongated photoproduct with Cu(II) ions afforded a metal–organic rhomboid of nanoscale dimensions that hosts small molecules in the solid state as guests.

  • Putting Cocrystal Stoichiometry to Work: A Reactive Hydrogen-Bonded “Superassembly” Enables Nanoscale Enlargement of a Metal–Organic Rhomboid via a Solid-State Photocycloaddition
    2018
    Co-Authors: Qianli Chu, Andrew J E Duncan, Giannis S Papaefstathiou, Tamara D Hamilton, Manza B J Atkinson, S Santhana V Mariappan, Leonard R. Macgillivray
    Abstract:

    Enlargement of a self-assembled metal–organic rhomboid is achieved via the organic solid state. The solid-state synthesis of an elongated organic ligand was achieved by a template directed [2 + 2] Photodimerization in a cocrystal. Initial cocrystals obtained of resorcinol template and reactant alkene afforded a 1:2 cocrystal with the alkene in a stacked yet photostable geometry. Cocrystallization performed in the presence of excess template resulted in a 3:2 cocrystal composed of novel discrete 10-component hydrogen-bonded “superassemblies” wherein the alkenes undergo a head-to-head [2 + 2] Photodimerization. Isolation and reaction of elongated photoproduct with Cu­(II) ions afforded a metal–organic rhomboid of nanoscale dimensions that hosts small molecules in the solid state as guests

  • Cocrystals and Templates to Control Solid-State [2+2] Photodimerizations
    Comprehensive Supramolecular Chemistry II, 2017
    Co-Authors: Jelena Stojaković, Leonard R. Macgillivray
    Abstract:

    In this chapter, we present historical and current developments on the use of the process of cocrystallization as an effective tool in solid-state synthesis. In particular, we provide an account on uses of cocrystallizations using small-molecule templates to direct intermolecular [2+2] Photodimerizations. While geometric criteria for a [2+2] Photodimerization to proceed in the solid state have been known since the late 1960s, effects of crystal packing have largely prevented chemists from designing solids with olefins that routinely undergo the reaction. The historical significance of the photoreaction makes the cycloaddition an excellent system to develop cocrystallization strategies involving templates. The emergence of templates as a means to control reactivity in the solid state can be traced to the field of supramolecular chemistry and a concurrent growth of crystal engineering.

  • Capture of face-to-face π-interactions via solid-state [2+2] Photodimerization
    Acta Crystallographica Section A Foundations and Advances, 2014
    Co-Authors: Michael A. Sinnwell, Leonard R. Macgillivray
    Abstract:

    The use of principles of supramolecular chemistry to direct reactions in the crystalline state has emerged as a reliable means to facilitate highly selective reactions in a solvent-free environment. In this context, we exploit metal-organic complexes to fix spatial arrangements of molecules in crystal lattices to promote intermolecular [2+2] Photodimerizations. Perfluorophenyl-perfluorophenyl interactions have recently emerged as a means to control supramolecular architectures and frameworks. However, it was not clear whether perfluorophenyl-perfluorophenyl interactions can be integrated in [2+2] Photodimerizations in solids. In this presentation, we report a crystalline metal–organic complex with perfluorophenyl groups that adopt a well-defined face-to-face and head-to-head geometry in the solid state. Argentophilic forces are employed to enforce the face-to-face geometry. We demonstrate olefins of the solid to undergo a [2+2] Photodimerization with UV-irradiation in a regiospecific and quantitative manner. In essence, we have employed the photoreaction as a means to covalently capture parallel perfluorophenyl-perfluorophenyl interactions in a solid.

  • Supramolecular Chemistry: From Molecules to Nanomaterials - Templated [2+2] Photodimerizations in the Solid State
    Supramolecular Chemistry, 2012
    Co-Authors: Elizabeth Elacqua, Rebecca C. Laird, Leonard R. Macgillivray
    Abstract:

    This chapter describes how principles of supramolecular chemistry based on the use of small-molecule and metal-organic templates can be used to direct intermolecular [2+2] Photodimerizations in the organic solid state. The approach provides a general means to gain control of reactivity so as to provide access to molecules difficult to achieve in solution stereospecifically, in quantitative yield, and in gram amounts. Keywords: solid-state reactions; supramolecular chemistry; crystal engineering; [2+2] Photodimerization

Cheng Wang - One of the best experts on this subject based on the ideXlab platform.

Fumio Toda - One of the best experts on this subject based on the ideXlab platform.

Guanxin Zhang - One of the best experts on this subject based on the ideXlab platform.