Facile synthesis of dimeric aza-BODIPY analogues from electron-deficient bislactams and their intriguing optical and electrochemical properties

Masamichi Tamada, Taku Iino, Yemei Wang, Marina Ide, Akinori Saeki, Hiroyuki Furuta, Nagao Kobayashi, Soji Shimizu

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Electron-deficient bislactams, isoindigo and benzodipyrrolidone, were converted into dimeric aza-BODIPY analogues by a Schiff base forming reaction. These novel aza-BODIPY analogues exhibited bathochromically-shifted absorption and anodic shifts of the reduction potentials, implying their potential application as n-type chromophores in optoelectronics.

Original languageEnglish
Pages (from-to)3151-3154
Number of pages4
JournalTetrahedron Letters
Volume58
Issue number32
DOIs
Publication statusPublished - Jan 1 2017

Fingerprint

Electrochemical properties
Optical properties
Electrons
Schiff Bases
Chromophores
Optoelectronic devices
4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
isoindigotin

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Facile synthesis of dimeric aza-BODIPY analogues from electron-deficient bislactams and their intriguing optical and electrochemical properties. / Tamada, Masamichi; Iino, Taku; Wang, Yemei; Ide, Marina; Saeki, Akinori; Furuta, Hiroyuki; Kobayashi, Nagao; Shimizu, Soji.

In: Tetrahedron Letters, Vol. 58, No. 32, 01.01.2017, p. 3151-3154.

Research output: Contribution to journalArticle

Tamada, Masamichi ; Iino, Taku ; Wang, Yemei ; Ide, Marina ; Saeki, Akinori ; Furuta, Hiroyuki ; Kobayashi, Nagao ; Shimizu, Soji. / Facile synthesis of dimeric aza-BODIPY analogues from electron-deficient bislactams and their intriguing optical and electrochemical properties. In: Tetrahedron Letters. 2017 ; Vol. 58, No. 32. pp. 3151-3154.
@article{483a0ab7428d459dbf26811d53ef1f8c,
title = "Facile synthesis of dimeric aza-BODIPY analogues from electron-deficient bislactams and their intriguing optical and electrochemical properties",
abstract = "Electron-deficient bislactams, isoindigo and benzodipyrrolidone, were converted into dimeric aza-BODIPY analogues by a Schiff base forming reaction. These novel aza-BODIPY analogues exhibited bathochromically-shifted absorption and anodic shifts of the reduction potentials, implying their potential application as n-type chromophores in optoelectronics.",
author = "Masamichi Tamada and Taku Iino and Yemei Wang and Marina Ide and Akinori Saeki and Hiroyuki Furuta and Nagao Kobayashi and Soji Shimizu",
year = "2017",
month = "1",
day = "1",
doi = "10.1016/j.tetlet.2017.06.088",
language = "English",
volume = "58",
pages = "3151--3154",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "32",

}

TY - JOUR

T1 - Facile synthesis of dimeric aza-BODIPY analogues from electron-deficient bislactams and their intriguing optical and electrochemical properties

AU - Tamada, Masamichi

AU - Iino, Taku

AU - Wang, Yemei

AU - Ide, Marina

AU - Saeki, Akinori

AU - Furuta, Hiroyuki

AU - Kobayashi, Nagao

AU - Shimizu, Soji

PY - 2017/1/1

Y1 - 2017/1/1

N2 - Electron-deficient bislactams, isoindigo and benzodipyrrolidone, were converted into dimeric aza-BODIPY analogues by a Schiff base forming reaction. These novel aza-BODIPY analogues exhibited bathochromically-shifted absorption and anodic shifts of the reduction potentials, implying their potential application as n-type chromophores in optoelectronics.

AB - Electron-deficient bislactams, isoindigo and benzodipyrrolidone, were converted into dimeric aza-BODIPY analogues by a Schiff base forming reaction. These novel aza-BODIPY analogues exhibited bathochromically-shifted absorption and anodic shifts of the reduction potentials, implying their potential application as n-type chromophores in optoelectronics.

UR - http://www.scopus.com/inward/record.url?scp=85021972232&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85021972232&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2017.06.088

DO - 10.1016/j.tetlet.2017.06.088

M3 - Article

VL - 58

SP - 3151

EP - 3154

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 32

ER -