title: Synthesis and study of conformation of 8-hydroxy-2-(2-(pyridin-4-yl)vinyl)quinoline by NMR spectroscopy correlation
metadata.name: dc.contributor.author
metadata.value: Svetlichnyy, Dmitryy A.
metadata.lang: -
metadata.name: dc.contributor.author
metadata.value: Fedik, Nikita S.
metadata.lang: -
metadata.name: dc.date.accessioned
metadata.value: 2016-10-05T09:08:15Z
metadata.lang: -
metadata.name: dc.date.available
metadata.value: 2016-10-05T09:08:15Z
metadata.lang: -
metadata.name: dc.date.issued
metadata.value: 2016-06
metadata.lang: -
metadata.name: dc.identifier.other
metadata.value: 10.21638/11701/spbu04.2016.205
metadata.lang: -
metadata.name: dc.identifier.uri
metadata.value: http://hdl.handle.net/11701/3935
metadata.lang: -
metadata.name: dc.description.abstract
metadata.value: Reaction between 8-hydroxyquinaldine and 4-pyridincarboxaldehyde in acetic anhydride medium
  via Knoevenagel condensation can lead to the formation of different forms of styryl derivatives.
  2-(2-(pyridine-4-yl)vinyl)quinolin-8-ol which received under different conditions has been studied
  with the help of two-dimensional NOESY H-H and J-resolved spectroscopy and gas- phase quantum
  chemical DFT-calculation methods. It has been found out that induction by light causes
  the formation of cis-form. At the same time trans-isomer is formed during the reaction conducted
  without any additional irradiation. Trans-isomer is formed due to the hydrochloride acid
  treatment of the reaction mixture. Calculations have shown that only two spatial forms, each of
  which is a mix of rotational conformers are possible out of two products configuration. In the
  spectra of each of the isomers cross-peaks are observed which are typical for the superposition of
  the configuration pair. It was shown that the transformation of a less stable form cis-isomer into
  trans-isomer also occurs when affected by light but with a longer wavelength. Refs 18. Figs 3.
  Table 1.
metadata.lang: en_GB
metadata.name: dc.description.sponsorship
metadata.value: По материалам 12-й Зимней молодёжной школы-конференции «Магнитный резонанс и его приложения. Spinus-2015», 15–21 ноября 2015 г., СПбГУ, Санкт-Петербург, Россия, URL: http://nmr.phys.spbu.ru/spinus.
  Школа-конференция проведена при финансовой поддержке Российского фонда фундаментальных
  исследований (проект № 15-32-10480) и OOO «Брукер».
  Работа выполнена в рамках проектной части государственного задания Министерства образования и науки РФ (№ 4.129.2014/К).
metadata.lang: en_GB
metadata.name: dc.language.iso
metadata.value: ru
metadata.lang: en_GB
metadata.name: dc.publisher
metadata.value: St Petersburg State University
metadata.lang: en_GB
metadata.name: dc.relation.ispartofseries
metadata.value: Vestnik of St Petersburg University. Series 4. Physics. Chemistry;Vol. 3 (61); Issue 2
metadata.lang: -
metadata.name: dc.subject
metadata.value: 8-hydroxyquinaldine
metadata.lang: en_GB
metadata.name: dc.subject
metadata.value: Knoevenagel condensation
metadata.lang: en_GB
metadata.name: dc.subject
metadata.value: DFT-calculations
metadata.lang: en_GB
metadata.name: dc.subject
metadata.value: cis-
metadata.lang: en_GB
metadata.name: dc.subject
metadata.value: transisomer
metadata.lang: en_GB
metadata.name: dc.title
metadata.value: Synthesis and study of conformation of 8-hydroxy-2-(2-(pyridin-4-yl)vinyl)quinoline by NMR spectroscopy correlation
metadata.lang: en_GB
metadata.name: dc.type
metadata.value: Article
metadata.lang: en_GB
resources.filename: Svetlichniy.pdf
resources.url: https://dspace.spbu.ru/bitstream/11701/3935/1/Svetlichniy.pdf
resources.format: Adobe PDF
resources.size: 553,11 kB