Excited- and Ground-State Versions of the Tri-.pi.-methane Rearrangement: Mechanistic and Exploratory Organic Photochemistry.

Kód výsledku v IS VaVaI

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Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Excited- and Ground-State Versions of the Tri-.pi.-methane Rearrangement: Mechanistic and Exploratory Organic Photochemistry.

Popis výsledku v původním jazyce

The di--methane rearrangement with two -groups bonded to a single carbon leading to -substituted cyclopropanes is now well established. The present research had as its goal the exploration of molecular systems having three -moieties attached to an sp3-hybridized atom in a search for a tri--methane rearrangement. Indeed, it was found that such systems do rearrange photochemically to afford cyclopentenes. However, it was also established that vinylcyclopropanes ring-expand to cyclopentenes on direct irradiation. Since both three-ring and five-ring photoproducts often are found to be produced, it was important to establish that the observed photochemistry was really the result of a true single-step tri--methane rearrangement and not the consequence of twosequential rearrangements, first to form a vinyl cyclopropane which subsequently ring expanded to the cyclopentene. The general situation has three species-A, B, and C-corresponding to tri--methane reactant A, vinylcyclopropane photoprod

Název v anglickém jazyce

Excited- and Ground-State Versions of the Tri-.pi.-methane Rearrangement: Mechanistic and Exploratory Organic Photochemistry.

Popis výsledku anglicky

The di--methane rearrangement with two -groups bonded to a single carbon leading to -substituted cyclopropanes is now well established. The present research had as its goal the exploration of molecular systems having three -moieties attached to an sp3-hybridized atom in a search for a tri--methane rearrangement. Indeed, it was found that such systems do rearrange photochemically to afford cyclopentenes. However, it was also established that vinylcyclopropanes ring-expand to cyclopentenes on direct irradiation. Since both three-ring and five-ring photoproducts often are found to be produced, it was important to establish that the observed photochemistry was really the result of a true single-step tri--methane rearrangement and not the consequence of twosequential rearrangements, first to form a vinyl cyclopropane which subsequently ring expanded to the cyclopentene. The general situation has three species-A, B, and C-corresponding to tri--methane reactant A, vinylcyclopropane photoprod

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CH - Jaderná a kvantová chemie, fotochemie

OECD FORD obor

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Projekt

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Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2001

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Organic Chemistry

ISSN

0022-3263

e-ISSN

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Svazek periodika

66

Číslo periodika v rámci svazku

5

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

13

Strana od-do

1839-1851

Kód UT WoS článku

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EID výsledku v databázi Scopus

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