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

doi:10.1016/j.tetlet.2017.06.088

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 journal › Article › peer-review

22 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 language	English
Pages (from-to)	3151-3154
Number of pages	4
Journal	Tetrahedron Letters
Volume	58
Issue number	32
DOIs	https://doi.org/10.1016/j.tetlet.2017.06.088
Publication status	Published - 2017

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2017.06.088

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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.",

keywords = "Benzodipyrrolidone, Electron acceptor, Isoindigo, aza-BODIPY, n-type chromophore",

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

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year = "2017",

doi = "10.1016/j.tetlet.2017.06.088",

language = "English",

volume = "58",

pages = "3151--3154",

journal = "Tetrahedron Letters",

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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

Y1 - 2017

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.

KW - Benzodipyrrolidone

KW - Electron acceptor

KW - Isoindigo

KW - aza-BODIPY

KW - n-type chromophore

UR - https://www.scopus.com/pages/publications/85021972232

UR - https://www.scopus.com/pages/publications/85021972232#tab=citedBy

U2 - 10.1016/j.tetlet.2017.06.088

DO - 10.1016/j.tetlet.2017.06.088

M3 - Article

AN - SCOPUS:85021972232

SN - 0040-4039

VL - 58

SP - 3151

EP - 3154

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 32

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

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