Metal-assisted cyclomerization of N-confused dipyrrins into expanded norroles

Santosh C. Gadekar; Baddigam Kiran Reddy; Venkataramanarao G. Anand

doi:10.1002/anie.201303184

Metal-assisted cyclomerization of N-confused dipyrrins into expanded norroles

Santosh C. Gadekar
, Baddigam Kiran Reddy
, Venkataramanarao G. Anand

Research output: Contribution to journal › Article › peer-review

27 Scopus citations

Abstract

Neoconfusion: In contrast to metal ligation by dipyrrin (see scheme, left), N-confused dipyrrin undergoes cyclomerization with various metal salts to form NCNCNC and NCNCNCNC expanded norroles (see scheme, right), novel isomers of 24 π rosarin and 32 π octaphyrin with C-N linked bipyrrole units with near-planar conformations in the solid state. They also exhibit paratropic ring-current effects typical of antiaromatic porphyrinoids.

Original language	English
Pages (from-to)	7164-7167
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	28
DOIs	https://doi.org/10.1002/anie.201303184
State	Published - 8 Jul 2013
Externally published	Yes

Keywords

NMR spectroscopy
macrocycles
porphyrinoids
structure elucidation
template synthesis

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.201303184

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title = "Metal-assisted cyclomerization of N-confused dipyrrins into expanded norroles",

abstract = "Neoconfusion: In contrast to metal ligation by dipyrrin (see scheme, left), N-confused dipyrrin undergoes cyclomerization with various metal salts to form NCNCNC and NCNCNCNC expanded norroles (see scheme, right), novel isomers of 24 π rosarin and 32 π octaphyrin with C-N linked bipyrrole units with near-planar conformations in the solid state. They also exhibit paratropic ring-current effects typical of antiaromatic porphyrinoids.",

keywords = "NMR spectroscopy, macrocycles, porphyrinoids, structure elucidation, template synthesis",

author = "Gadekar, \{Santosh C.\} and Reddy, \{Baddigam Kiran\} and Anand, \{Venkataramanarao G.\}",

year = "2013",

month = jul,

day = "8",

doi = "10.1002/anie.201303184",

language = "English",

volume = "52",

pages = "7164--7167",

journal = "Angewandte Chemie - International Edition",

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T1 - Metal-assisted cyclomerization of N-confused dipyrrins into expanded norroles

AU - Gadekar, Santosh C.

AU - Reddy, Baddigam Kiran

AU - Anand, Venkataramanarao G.

PY - 2013/7/8

Y1 - 2013/7/8

N2 - Neoconfusion: In contrast to metal ligation by dipyrrin (see scheme, left), N-confused dipyrrin undergoes cyclomerization with various metal salts to form NCNCNC and NCNCNCNC expanded norroles (see scheme, right), novel isomers of 24 π rosarin and 32 π octaphyrin with C-N linked bipyrrole units with near-planar conformations in the solid state. They also exhibit paratropic ring-current effects typical of antiaromatic porphyrinoids.

AB - Neoconfusion: In contrast to metal ligation by dipyrrin (see scheme, left), N-confused dipyrrin undergoes cyclomerization with various metal salts to form NCNCNC and NCNCNCNC expanded norroles (see scheme, right), novel isomers of 24 π rosarin and 32 π octaphyrin with C-N linked bipyrrole units with near-planar conformations in the solid state. They also exhibit paratropic ring-current effects typical of antiaromatic porphyrinoids.

KW - NMR spectroscopy

KW - macrocycles

KW - porphyrinoids

KW - structure elucidation

KW - template synthesis

UR - https://www.scopus.com/pages/publications/84880160743

U2 - 10.1002/anie.201303184

DO - 10.1002/anie.201303184

M3 - Article

AN - SCOPUS:84880160743

SN - 1433-7851

VL - 52

SP - 7164

EP - 7167

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 28

ER -

Metal-assisted cyclomerization of N-confused dipyrrins into expanded norroles

Abstract

Keywords

ASJC Scopus subject areas

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