Confusion of Möbius aromaticity: Disruption of annulenic pathway in singly N-confused [28]hexaphyrin and its mono-Pd(ii) complex

Sabapathi Gokulnath; Motoki Toganoh; Keisuke Yamaguchi; Shigeki Mori; Hidemitsu Uno; Hiroyuki Furuta

doi:10.1039/c2dt30306j

Confusion of Möbius aromaticity: Disruption of annulenic pathway in singly N-confused [28]hexaphyrin and its mono-Pd(ii) complex

Sabapathi Gokulnath, Motoki Toganoh, Keisuke Yamaguchi, Shigeki Mori, Hidemitsu Uno, Hiroyuki Furuta

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

14 Citations (Scopus)

Abstract

Singly N-confused [26] and [28]hexaphyrins (4, 5) with planar and twisted structures, respectively, were prepared via the acid catalyzed [3 + 3] condensation of N-confused and regular tripyrrane precursors. Hückel aromaticity is observed for [26]hexaphyrin, while the [28]hexaphyrin and its mono-Pd(ii) complex exhibit "nonaromaticity" in spite of their Möbius-type structures, judging from the spectroscopic features and theoretical calculations.

Original language	English
Pages (from-to)	6283-6290
Number of pages	8
Journal	Dalton Transactions
Volume	41
Issue number	20
DOIs	https://doi.org/10.1039/c2dt30306j
Publication status	Published - May 28 2012

All Science Journal Classification (ASJC) codes

Inorganic Chemistry

Access to Document

10.1039/c2dt30306j

Cite this

@article{a0c8ae9f0f73486dbf3f56e8bbb2aafb,

title = "Confusion of M{\"o}bius aromaticity: Disruption of annulenic pathway in singly N-confused [28]hexaphyrin and its mono-Pd(ii) complex",

abstract = "Singly N-confused [26] and [28]hexaphyrins (4, 5) with planar and twisted structures, respectively, were prepared via the acid catalyzed [3 + 3] condensation of N-confused and regular tripyrrane precursors. H{\"u}ckel aromaticity is observed for [26]hexaphyrin, while the [28]hexaphyrin and its mono-Pd(ii) complex exhibit {"}nonaromaticity{"} in spite of their M{\"o}bius-type structures, judging from the spectroscopic features and theoretical calculations.",

author = "Sabapathi Gokulnath and Motoki Toganoh and Keisuke Yamaguchi and Shigeki Mori and Hidemitsu Uno and Hiroyuki Furuta",

year = "2012",

month = may,

day = "28",

doi = "10.1039/c2dt30306j",

language = "English",

volume = "41",

pages = "6283--6290",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "Royal Society of Chemistry",

number = "20",

}

TY - JOUR

T1 - Confusion of Möbius aromaticity

T2 - Disruption of annulenic pathway in singly N-confused [28]hexaphyrin and its mono-Pd(ii) complex

AU - Gokulnath, Sabapathi

AU - Toganoh, Motoki

AU - Yamaguchi, Keisuke

AU - Mori, Shigeki

AU - Uno, Hidemitsu

AU - Furuta, Hiroyuki

PY - 2012/5/28

Y1 - 2012/5/28

N2 - Singly N-confused [26] and [28]hexaphyrins (4, 5) with planar and twisted structures, respectively, were prepared via the acid catalyzed [3 + 3] condensation of N-confused and regular tripyrrane precursors. Hückel aromaticity is observed for [26]hexaphyrin, while the [28]hexaphyrin and its mono-Pd(ii) complex exhibit "nonaromaticity" in spite of their Möbius-type structures, judging from the spectroscopic features and theoretical calculations.

AB - Singly N-confused [26] and [28]hexaphyrins (4, 5) with planar and twisted structures, respectively, were prepared via the acid catalyzed [3 + 3] condensation of N-confused and regular tripyrrane precursors. Hückel aromaticity is observed for [26]hexaphyrin, while the [28]hexaphyrin and its mono-Pd(ii) complex exhibit "nonaromaticity" in spite of their Möbius-type structures, judging from the spectroscopic features and theoretical calculations.

UR - http://www.scopus.com/inward/record.url?scp=84860487987&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84860487987&partnerID=8YFLogxK

U2 - 10.1039/c2dt30306j

DO - 10.1039/c2dt30306j

M3 - Article

C2 - 22481431

AN - SCOPUS:84860487987

SN - 1477-9226

VL - 41

SP - 6283

EP - 6290

JO - Dalton Transactions

JF - Dalton Transactions

IS - 20

ER -

Confusion of Möbius aromaticity: Disruption of annulenic pathway in singly N-confused [28]hexaphyrin and its mono-Pd(ii) complex

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this