Control of the Solid-state photodimerization of some derivatives and analogs of trans-cinnamic acid by ethylenediamine

Ito, Yoshikatsu; Borecka, Bozena; Olovsson, G.; Trotter, James; Scheffer, John R.

doi:10.1016/0040-4039(95)01210-9

Cited by 77 publications

(35 citation statements)

References 4 publications

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“…photoreactions in the host-guest complexes have been carried out from the viewpoint of stereo-and enantioselective control [129][130][131][132][133][134][135][136]. An excellent review article was published by Toda [137].…”

Section: Crystallography Reviews 113mentioning

confidence: 99%

Dynamic motion and various reaction paths of cobaloxime complexes in crystalline-state photoreaction

Ohashi¹

2013

Crystallography Reviews

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The various alkyl groups bonded to the cobalt atom in (alkyl)(base)cobaloxime complex crystals are isomerized on exposure to visible light without degradation of the single crystal form. The solid-state reactions keeping the single crystal form were called crystalline-state reactions and the reaction mechanisms were explained with the concept of reaction cavity for the alkyl group. Changing the axial base ligands, a variety of crystalline-state reactions were examined not only by X-rays but also by neutron diffraction. The various reaction paths were made clear from the structures of initial, intermediate and final stages of the reactions. Moreover, the reaction rate was proved to have a positive relation with the volume of reaction cavity in each reaction. Not only various isomerizations but also unusual racemic-to-chiral transformations and a chirality inversion were also observed and the mechanisms were clearly explained and the shape of the reaction cavity made clear the mechanism. Two promising methods to observe the photoreaction with retention of the single crystal form, mixed crystal formation and bulky group insertion, are proposed and several successful results are shown.

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Section: Crystallography Reviews 113mentioning

confidence: 99%

Dynamic motion and various reaction paths of cobaloxime complexes in crystalline-state photoreaction

Ohashi¹

2013

Crystallography Reviews

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“…4] photocyclodimerization by varying the crystal structures through formation of two-component crystals [25,26]. As a modifier component, hydrogen-bonding intermolecular linkers (e.g., gauche 1,2-diamine, phthalic acid, and oxalic acid) [39][40][41][42][43][44], small molecules (e.g., NH 3 and divalent metal) [26,45], and relatively small and planar molecules (e.g., imidazole, trans,trans-muconic acid, and acetylenedicarboxylic acid) [45,46] were employed. In the course of these studies, two-component crystals were frequently found to be more loosely packed than one-component crystals and hence two-component crystals appeared to undergo decreased topochemical restriction to molecular motions.…”

Section: Reactivity Of Trans-1 and Cis-1mentioning

confidence: 99%

Crystal structures and photoreactivity of trans- and cis-valerophenone diperoxides

Takahashi

Ito

2011

Struct Chem

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The crystal structures of valerophenone diperoxides trans-1 and cis-1 were elucidated by X-ray crystallographic analysis. The 1,2,4,5-tetraoxane rings of both compounds adopt chair conformations. Intermolecular CHÁÁÁO hydrogen bond, p-p, and CH/p interactions exist in cis-1, whereas only CH/p interactions exist in trans-1. In the asymmetric unit of the crystal, a half molecule exists for trans-1, while one molecule for cis-1 which shows wholemolecule disorder. Solid-state photolysis (at 254 nm) or solution-state thermolysis (at 150°C) of trans-1 and cis-1 produced valerophenone (2) and butyl benzoate (3). Rationalization of the solid-state photoreactivity of the diperoxides by their crystal structures was attempted.

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“…One of the most prominent reactions applied for the crosslinking of polymers is the UV‐induced [2 + 2] cycloaddition reaction of cinnamic acid derivatives. Because the pioneering work of Schmidt and coworkers17–19 as well as many others,20–26 the topochemical dimerization reaction of cinnamic acid and its derivatives has become a useful tool in polymer chemistry27–31 and material science 8, 11, 32–36. Herein, we report the synthesis and characterization of statistical and amphiphilic block‐random copolymers prepared by ring opening metathesis polymerization (ROMP).…”

Section: Introductionmentioning

confidence: 99%

Labelling cell structures and tracking cell lineage in zebrafish using SNAP-tag

et al. 2011

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We present a method for the specific labelling of fusion proteins with synthetic fluorophores in Zebrafish. The method uses the SNAP-tag technology and O 6 -benzylguanine derivatives of various synthetic fluorophores. We demonstrate how the method can be used to label subcellular structures in Zebrafish such as the nucleus, cell membranes, and endosomal membranes. The stability of the synthetic fluorophores makes them attractive choices for long-term imaging and allows, unlike most of the autofluorescent proteins, the use of acid fixatives such as trichloroacetic acid. Furthermore, the use of O 6 -benzylguanine derivatives bearing caged fluorescein allows cell lineage tracing through photo-deprotection of the fluorophore and its detection either through fluorescence microscopy or through immunohistochemistry after fixation using anti-fluorescein antibodies. Developmental Dynamics 240:820-827,

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Control of the Solid-state photodimerization of some derivatives and analogs of trans-cinnamic acid by ethylenediamine

Cited by 77 publications

References 4 publications

Dynamic motion and various reaction paths of cobaloxime complexes in crystalline-state photoreaction

Dynamic motion and various reaction paths of cobaloxime complexes in crystalline-state photoreaction

Crystal structures and photoreactivity of trans- and cis-valerophenone diperoxides

Labelling cell structures and tracking cell lineage in zebrafish using SNAP-tag

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