A naphthalene-fused dimer of an anti-aromatic expanded isophlorin

Baddigam Kiran Reddy; Jeff Rawson; Santosh C. Gadekar; Paul Kögerler; Venkataramanarao G. Anand

doi:10.1039/c7cc04050d

A naphthalene-fused dimer of an anti-aromatic expanded isophlorin

Baddigam Kiran Reddy, Jeff Rawson, Santosh C. Gadekar, Paul Kögerler, Venkataramanarao G. Anand

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

8 Scopus citations

Abstract

We report the first synthesis of a covalent expanded isophlorin dimer from two 24-π doubly S-confused sapphyrin-like pentathiaisophlorins. It exhibits marginal peripheral aromaticity rather than strong global diatropicity or paratropicity and weak intermacrocycle electronic communication. Quantum chemical methods discern that cross-conjugation is responsible for these unusual electronic features.

Original language	English
Pages (from-to)	8211-8214
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	58
DOIs	https://doi.org/10.1039/c7cc04050d
State	Published - 1 Jan 2017
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

Access to Document

10.1039/c7cc04050d

Cite this

@article{b2404b916abd46a09c711999dc327011,

title = "A naphthalene-fused dimer of an anti-aromatic expanded isophlorin",

abstract = "We report the first synthesis of a covalent expanded isophlorin dimer from two 24-π doubly S-confused sapphyrin-like pentathiaisophlorins. It exhibits marginal peripheral aromaticity rather than strong global diatropicity or paratropicity and weak intermacrocycle electronic communication. Quantum chemical methods discern that cross-conjugation is responsible for these unusual electronic features.",

author = "Reddy, {Baddigam Kiran} and Jeff Rawson and Gadekar, {Santosh C.} and Paul K{\"o}gerler and Anand, {Venkataramanarao G.}",

note = "Publisher Copyright: {\textcopyright} 2017 The Royal Society of Chemistry.",

year = "2017",

month = jan,

day = "1",

doi = "10.1039/c7cc04050d",

language = "English",

volume = "53",

pages = "8211--8214",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "58",

}

TY - JOUR

T1 - A naphthalene-fused dimer of an anti-aromatic expanded isophlorin

AU - Reddy, Baddigam Kiran

AU - Rawson, Jeff

AU - Gadekar, Santosh C.

AU - Kögerler, Paul

AU - Anand, Venkataramanarao G.

PY - 2017/1/1

Y1 - 2017/1/1

N2 - We report the first synthesis of a covalent expanded isophlorin dimer from two 24-π doubly S-confused sapphyrin-like pentathiaisophlorins. It exhibits marginal peripheral aromaticity rather than strong global diatropicity or paratropicity and weak intermacrocycle electronic communication. Quantum chemical methods discern that cross-conjugation is responsible for these unusual electronic features.

AB - We report the first synthesis of a covalent expanded isophlorin dimer from two 24-π doubly S-confused sapphyrin-like pentathiaisophlorins. It exhibits marginal peripheral aromaticity rather than strong global diatropicity or paratropicity and weak intermacrocycle electronic communication. Quantum chemical methods discern that cross-conjugation is responsible for these unusual electronic features.

UR - http://www.scopus.com/inward/record.url?scp=85024918221&partnerID=8YFLogxK

U2 - 10.1039/c7cc04050d

DO - 10.1039/c7cc04050d

M3 - Article

C2 - 28681895

AN - SCOPUS:85024918221

SN - 1359-7345

VL - 53

SP - 8211

EP - 8214

JO - Chemical Communications

JF - Chemical Communications

IS - 58

ER -

A naphthalene-fused dimer of an anti-aromatic expanded isophlorin

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this