Reaction selectivity in solid state photochemistry

Ariel, S.; Askari, Syed; Evans, Stephen V.; Hwang, Chistine; Jay, J.; Scheffer, John R.; Trotter, James; Walsh, Leueen; Wong, Yiu-Fai

doi:10.1016/s0040-4020(01)90247-9

Cited by 21 publications

(8 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…There is some approach to explain the reactivity in the solid state [9,10]: the volume and shape of the void space around the reaction group (= reaction cavity) in the crystal are very informative in estimating the reactivity. The reaction cavities for the dithionite unit of 1-cis and 1-trans were calculated by using Cavity 5.0 [11].…”

Section: Resultsmentioning

confidence: 99%

Synthesis and structural characterization of a photoresponsive organodirhodium complex with active S–S bonds: [(CpPhRh)2(μ-CH2)2(μ-O2SSO2)] (CpPh=η5-C5Me4Ph)

Miyano

Nakai

Hayashi

et al. 2007

Journal of Organometallic Chemistry

View full text Add to dashboard Cite

Section: Resultsmentioning

confidence: 99%

Synthesis and structural characterization of a photoresponsive organodirhodium complex with active S–S bonds: [(CpPhRh)2(μ-CH2)2(μ-O2SSO2)] (CpPh=η5-C5Me4Ph)

Miyano

Nakai

Hayashi

et al. 2007

Journal of Organometallic Chemistry

View full text Add to dashboard Cite

“…Chemical reactions in the solid state display characteristic features that make them quite different from their solution or gas phase counterparts. One major advantage of solid-state organic reactions is a high degree of regio- or stereo-selectivity determined by the solid/crystal structure of the reacting species, entailing strong structural control, e.g., by crystalline lattice [56]. A number of variants can be enlisted under the broad classification of solid-state reactions, depending on the nature of the reacting system: molecular crystals, inclusion compounds in host crystals, and organic–inorganic hybrids, including thin films and coatings on mineral substrates.…”

Section: Astrochemically Relevant Processesmentioning

confidence: 99%

Astrochemistry and Astrobiology: Materials Science in Wonderland?

d’Ischia

Manini

Moracci

et al. 2019

IJMS

View full text Add to dashboard Cite

Astrochemistry and astrobiology, the fascinating disciplines that strive to unravel the origin of life, have opened unprecedented and unpredicted vistas into exotic compounds as well as extreme or complex reaction conditions of potential relevance for a broad variety of applications. Representative, and so far little explored sources of inspiration include complex organic systems, such as polycyclic aromatic hydrocarbons (PAHs) and their derivatives; hydrogen cyanide (HCN) and formamide (HCONH2) oligomers and polymers, like aminomalononitrile (AMN)-derived species; and exotic processes, such as solid-state photoreactions on mineral surfaces, phosphorylation by minerals, cold ice irradiation and proton bombardment, and thermal transformations in fumaroles. In addition, meteorites and minerals like forsterite, which dominate dust chemistry in the interstellar medium, may open new avenues for the discovery of innovative catalytic processes and unconventional methodologies. The aim of this review was to offer concise and inspiring, rather than comprehensive, examples of astrochemistry-related materials and systems that may be of relevance in areas such as surface functionalization, nanostructures, and hybrid material design, and for innovative technological solutions. The potential of computational methods to predict new properties from spectroscopic data and to assess plausible reaction pathways on both kinetic and thermodynamic grounds has also been highlighted.

show abstract

“…In the past, several groups recognizing the importance of free space in various reactions in crystals have developed their own method to estimate the energy involved in molecular motion within a crystal lattice. Amongst these contributions of Gavezzotti, [38] McBride, [39] Ohashi, [40] Scheffer, [41] Venkatesan and Ramamurthy [3] and Zimmerman [42] should be noted. workers using AFM has not ben performed by us at this stage.…”

Section: Resultsmentioning

confidence: 99%

Volume demanding geometric isomerization of cis-4-stilbazole. HCl salts in the crystalline state: Probing the role of a metastable dimer

Mondal

Captain

Ramamurthy

2016

Journal of Photochemistry and Photobiology A: Chemistry

View full text Add to dashboard Cite

Cis-trans isomerization is one of the most common and well-investigated photoreaction of olefins in solution. This occurs via 180° rotation of one of the substituents on C=C bond requiring large space around the double bond. One would expect that in crystals the neighboring molecules would prohibit such a process. In spite of this in early 1960s Schmidt and co-workers reported occurrence of such a process in crystals via 2+2 'meta cyclobutane' formation. In this study by examining the photochemistry of four cis-stilbazolium salts we show that the photoconversion to the corresponding trans isomers does not occur via 2+2 addition. Large separation that ensures considerable space between neighboring olefins favors cis-trans isomerization in crystals. An aspect that is puzzling is that the product trans isomer phase separates and recrystallizes within the parent cis crystals and photodimerizes to the cyclobutane dimer. Details of this phenomenon are to be understood.

show abstract

Reaction selectivity in solid state photochemistry

Cited by 21 publications

References 29 publications

Synthesis and structural characterization of a photoresponsive organodirhodium complex with active S–S bonds: [(CpPhRh)2(μ-CH2)2(μ-O2SSO2)] (CpPh=η5-C5Me4Ph)

Synthesis and structural characterization of a photoresponsive organodirhodium complex with active S–S bonds: [(CpPhRh)2(μ-CH2)2(μ-O2SSO2)] (CpPh=η5-C5Me4Ph)

Astrochemistry and Astrobiology: Materials Science in Wonderland?

Volume demanding geometric isomerization of cis-4-stilbazole. HCl salts in the crystalline state: Probing the role of a metastable dimer

Contact Info

Product

Resources

About