Difference in photochemical behavior in 3,6- and 2,5-di-tert-butyl-3H-azepine: The first photochemical bond formation between 2- and 6-position of 3H-azepine ring

Kyosuke Satake, Shizuka Takami, Yuko Tawada, Masaru Kimura

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Different photochemical behavior between 3,6- and 2,5-di-t-butyl-3H-azepine was observed. The former gave wavelength dependent products 3,5-di-t-butylpyridine on irradiation through Pyrex filter via photolysis and 4,7-di-t-butyl-2-azabicyclo[3.2.0]hepta-2,6-diene on irradiation through quartz filter via photo-isomerization. Meanwhile, 2,5-di-t-butyl derivative gave exclusively a labile 2,5-di-t-butyl-6-azabicyclo-[3.2.0]hepta-2,6-diene on irradiation through Pyrex filter via hitherto unknown photoisomerization mode of the bond formation between 2- and 6-position of the ring.

Original languageEnglish
Pages (from-to)1337-1338
Number of pages2
JournalJournal of Heterocyclic Chemistry
Volume39
Issue number6
Publication statusPublished - Nov 2002

Fingerprint

Azepines
Photoisomerization
Irradiation
Quartz
Photolysis
Derivatives
Wavelength

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Difference in photochemical behavior in 3,6- and 2,5-di-tert-butyl-3H-azepine : The first photochemical bond formation between 2- and 6-position of 3H-azepine ring. / Satake, Kyosuke; Takami, Shizuka; Tawada, Yuko; Kimura, Masaru.

In: Journal of Heterocyclic Chemistry, Vol. 39, No. 6, 11.2002, p. 1337-1338.

Research output: Contribution to journalArticle

@article{9ee23aa18266466581f7978caa317ca9,
title = "Difference in photochemical behavior in 3,6- and 2,5-di-tert-butyl-3H-azepine: The first photochemical bond formation between 2- and 6-position of 3H-azepine ring",
abstract = "Different photochemical behavior between 3,6- and 2,5-di-t-butyl-3H-azepine was observed. The former gave wavelength dependent products 3,5-di-t-butylpyridine on irradiation through Pyrex filter via photolysis and 4,7-di-t-butyl-2-azabicyclo[3.2.0]hepta-2,6-diene on irradiation through quartz filter via photo-isomerization. Meanwhile, 2,5-di-t-butyl derivative gave exclusively a labile 2,5-di-t-butyl-6-azabicyclo-[3.2.0]hepta-2,6-diene on irradiation through Pyrex filter via hitherto unknown photoisomerization mode of the bond formation between 2- and 6-position of the ring.",
author = "Kyosuke Satake and Shizuka Takami and Yuko Tawada and Masaru Kimura",
year = "2002",
month = "11",
language = "English",
volume = "39",
pages = "1337--1338",
journal = "Journal of Heterocyclic Chemistry",
issn = "0022-152X",
publisher = "Heterocorporation",
number = "6",

}

TY - JOUR

T1 - Difference in photochemical behavior in 3,6- and 2,5-di-tert-butyl-3H-azepine

T2 - The first photochemical bond formation between 2- and 6-position of 3H-azepine ring

AU - Satake, Kyosuke

AU - Takami, Shizuka

AU - Tawada, Yuko

AU - Kimura, Masaru

PY - 2002/11

Y1 - 2002/11

N2 - Different photochemical behavior between 3,6- and 2,5-di-t-butyl-3H-azepine was observed. The former gave wavelength dependent products 3,5-di-t-butylpyridine on irradiation through Pyrex filter via photolysis and 4,7-di-t-butyl-2-azabicyclo[3.2.0]hepta-2,6-diene on irradiation through quartz filter via photo-isomerization. Meanwhile, 2,5-di-t-butyl derivative gave exclusively a labile 2,5-di-t-butyl-6-azabicyclo-[3.2.0]hepta-2,6-diene on irradiation through Pyrex filter via hitherto unknown photoisomerization mode of the bond formation between 2- and 6-position of the ring.

AB - Different photochemical behavior between 3,6- and 2,5-di-t-butyl-3H-azepine was observed. The former gave wavelength dependent products 3,5-di-t-butylpyridine on irradiation through Pyrex filter via photolysis and 4,7-di-t-butyl-2-azabicyclo[3.2.0]hepta-2,6-diene on irradiation through quartz filter via photo-isomerization. Meanwhile, 2,5-di-t-butyl derivative gave exclusively a labile 2,5-di-t-butyl-6-azabicyclo-[3.2.0]hepta-2,6-diene on irradiation through Pyrex filter via hitherto unknown photoisomerization mode of the bond formation between 2- and 6-position of the ring.

UR - http://www.scopus.com/inward/record.url?scp=0036875179&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0036875179&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0036875179

VL - 39

SP - 1337

EP - 1338

JO - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

SN - 0022-152X

IS - 6

ER -