Improved methodology for photocyclization reactions

Liu, Longbin; Yang, Benhui; Katz, Thomas J.; Poindexter, Michael K.

doi:10.1021/jo00012a005

Cited by 336 publications

(232 citation statements)

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“…[ 37,38 ] The maximum yield attained was as high as 80%, which was indicative of the high effi ciency of the photoactivation reaction.…”

Section: Communicationmentioning

confidence: 93%

“…The latter chemical served as scavenging agent to remove the generated hydrogen iodide that would undergo side reaction with o -TPP3M. [ 37 ] Using such method, a cyclized product was obtained in a reasonable yield by recrystallization from chloroform/methanol mixture. Its structure was characterized spectroscopically (Figures S10-S13, Supporting Information).…”

Section: Communicationmentioning

confidence: 99%

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Mitochondrion‐Specific Live‐Cell Bioprobe Operated in a Fluorescence Turn‐On Manner and a Well‐Designed Photoactivatable Mechanism

Zhao

Lam

et al. 2015

Advanced Materials

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A novel mitochondrion-specific live-cell fluorescence turn-on photoactivatable bioprobe, named o-TPP3M, is designed and readily prepared, operating in a new photoactivatable mechanism based on a twisted intramolecular charge-transfer effect, the restriction of intramolecular rotations, and photocyclodehydrogenation. This bioprobe exhibits unique photoactivation behavior, a large signal-to-background ratio, and no cytotoxicity to living cells, providing a promising candidate for varied bioresearch.

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“…[ 37,38 ] The maximum yield attained was as high as 80%, which was indicative of the high effi ciency of the photoactivation reaction.…”

Section: Communicationmentioning

confidence: 93%

Section: Communicationmentioning

confidence: 99%

Mitochondrion‐Specific Live‐Cell Bioprobe Operated in a Fluorescence Turn‐On Manner and a Well‐Designed Photoactivatable Mechanism

Zhao

Lam

et al. 2015

Advanced Materials

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“…Liu et al (16) developed a method where stoichiometric amounts of iodine were used as oxidant. Stoichiometric amounts of iodine make it possible to use an inert atmosphere.…”

Section: Resultsmentioning

confidence: 99%

Photochemical Synthesis of Chrysenols

Jørgensen

Joensen

2008

Polycyclic Aromatic Compounds

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Chrysenols are formed together with other metabolites when chrysene is metabolized in living organisms. The principal metabolites are needed as pure compounds for reference materials and standards to study various aspects of this metabolism. In this study the 1-, 2-, 3-, and 4-chrysenols have been made in pure form by photochemical ring closure of [(methoxyphenyl)vinyl]naphthalene to the methoxychrysenes followed by deprotection, and purification of the chrysenols. The method may be applied to make the single pure compounds in high yields.

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“…In principle, an unsubstituted system 16 would have four cyclization modes, which can lead to four different condensed benzenoid aromatics; however, the alkoxy groups in 16a, b block three cyclization routes, so that only the route 16a, b→3a, b remains. Iodine served as oxidant and methyloxirane as scavenger for the generated hydrogen iodide [21]. At the stage of the not isolated intermediates 17 and/or 18, photoisomerizations have to be assumed.…”

Section: Preparation Of the 2-{(e)-2-[4-((ementioning

confidence: 99%