An 80-Carbon Aromatic Saddle Enabled by a Naphthalene-Directed Scholl Reaction

An 80-Carbon Aromatic Saddle Enabled by a Naphthalene-Directed Scholl Reaction

Abstract Synthesis of an unprecedented aromatic saddle consisting of 80 sp2 carbons is enabled by including naphthylene groups in the substrate of the Scholl reaction. The negatively curved polycyclic framework of this aromatic saddle is revealed by the single crystal X-ray crystallography, and its...

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Main Authors: Sai Ho Pun, Chi Kit Chan, Zhifeng Liu, Qian Miao
Format: Article
Language:English
Published: Georg Thieme Verlag 2020-07-01
Series:Organic Materials
Subjects:
polycyclic aromatics
eight-membered ring
scholl reaction
negative curvature
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1716499
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spelling doaj-733b96f36068437a83c76e2432627c392020-11-25T04:09:16ZengGeorg Thieme VerlagOrganic Materials2625-18252020-07-01020324825210.1055/s-0040-1716499An 80-Carbon Aromatic Saddle Enabled by a Naphthalene-Directed Scholl ReactionSai Ho Pun0Chi Kit Chan1Zhifeng Liu2Qian Miao3Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, ChinaDepartment of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, ChinaDepartment of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, ChinaDepartment of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, ChinaAbstract Synthesis of an unprecedented aromatic saddle consisting of 80 sp2 carbons is enabled by including naphthylene groups in the substrate of the Scholl reaction. The negatively curved polycyclic framework of this aromatic saddle is revealed by the single crystal X-ray crystallography, and its stereodynamics are studied with density functional theory calculations.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1716499polycyclic aromaticseight-membered ringscholl reactionnegative curvature
collection DOAJ
language English
format Article
sources DOAJ
author Sai Ho Pun
Chi Kit Chan
Zhifeng Liu
Qian Miao
spellingShingle Sai Ho Pun
Chi Kit Chan
Zhifeng Liu
Qian Miao
An 80-Carbon Aromatic Saddle Enabled by a Naphthalene-Directed Scholl Reaction
Organic Materials
polycyclic aromatics
eight-membered ring
scholl reaction
negative curvature
author_facet Sai Ho Pun
Chi Kit Chan
Zhifeng Liu
Qian Miao
author_sort Sai Ho Pun
title An 80-Carbon Aromatic Saddle Enabled by a Naphthalene-Directed Scholl Reaction
title_short An 80-Carbon Aromatic Saddle Enabled by a Naphthalene-Directed Scholl Reaction
title_full An 80-Carbon Aromatic Saddle Enabled by a Naphthalene-Directed Scholl Reaction
title_fullStr An 80-Carbon Aromatic Saddle Enabled by a Naphthalene-Directed Scholl Reaction
title_full_unstemmed An 80-Carbon Aromatic Saddle Enabled by a Naphthalene-Directed Scholl Reaction
title_sort 80-carbon aromatic saddle enabled by a naphthalene-directed scholl reaction
publisher Georg Thieme Verlag
series Organic Materials
issn 2625-1825
publishDate 2020-07-01
description Abstract Synthesis of an unprecedented aromatic saddle consisting of 80 sp2 carbons is enabled by including naphthylene groups in the substrate of the Scholl reaction. The negatively curved polycyclic framework of this aromatic saddle is revealed by the single crystal X-ray crystallography, and its stereodynamics are studied with density functional theory calculations.
topic polycyclic aromatics
eight-membered ring
scholl reaction
negative curvature
url http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1716499
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