Annulative π‐extension (APEX): rapid access to fused arenes, heteroarenes, and nanographenes

H Ito, K Ozaki, K Itami - Angewandte Chemie International …, 2017 - Wiley Online Library
The annulative π‐extension (APEX) reaction has the potential to have a tremendous impact
on the fields of materials science and bioimaging, as well as on the pharmaceutical …

Figure eights, Möbius bands, and more: conformation and aromaticity of porphyrinoids

M Stępień, N Sprutta… - Angewandte Chemie …, 2011 - Wiley Online Library
The aromatic character of porphyrins, which has significant chemical and biological
consequences, can be substantially altered by judicious modifications of the parent ring …

A grossly warped nanographene and the consequences of multiple odd-membered-ring defects

K Kawasumi, Q Zhang, Y Segawa, LT Scott, K Itami - Nature chemistry, 2013 - nature.com
Graphite, the most stable form of elemental carbon, consists of pure carbon sheets stacked
upon one another like reams of paper. Individual sheets, known as graphene, prefer planar …

Polycyclic arene synthesis by annulative π-extension

H Ito, Y Segawa, K Murakami… - Journal of the American …, 2018 - ACS Publications
Annulative π-extension (APEX) has emerged as a powerful and efficient synthetic method
for the construction of polycyclic aromatic hydrocarbons, nanographenes, and π-extended …

Ball-, bowl-, and belt-shaped conjugated systems and their complexing abilities: exploration of the concave− convex π− π interaction

T Kawase, H Kurata - Chemical reviews, 2006 - ACS Publications
Since the discovery of buckminsterfullerene C60 (Chart 1) by Kroto, Smalley, and Curl, 1-4 a
number of reports concerning new carbon allotropes having a variety of threedimensional …

Nitrogen-embedded buckybowl and its assembly with C60

H Yokoi, Y Hiraoka, S Hiroto, D Sakamaki… - Nature …, 2015 - nature.com
Curved π-conjugated molecules have attracted considerable interest because of the unique
properties originating from their curved π surface. However, the synthesis of such distorted …

A Rational Chemical Synthesis of C60

LT Scott, MM Boorum, BJ McMahon, S Hagen, J Mack… - Science, 2002 - science.org
Isolable quantities of C60, the smallest stable fullerene, have been synthesized in 12 steps
from commercially available starting materials by rational chemical methods. A molecular …

Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization

Y Koga, T Kaneda, Y Saito, K Murakami, K Itami - Science, 2018 - science.org
Since the discovery by Ullmann and Bielecki in 1901, reductive dimerization (or
homocoupling) of aryl halides has been extensively exploited for the generation of a range …

One-shot K-region-selective annulative π-extension for nanographene synthesis and functionalization

K Ozaki, K Kawasumi, M Shibata, H Ito… - Nature communications, 2015 - nature.com
The optoelectronic nature of two-dimensional sheets of sp 2-hydridized carbons (for
example, graphenes and nanographenes) can be dramatically altered and tuned by altering …

High-performance organic electronic materials by contorting perylene diimides

C Schaack, AM Evans, F Ng… - Journal of the …, 2021 - ACS Publications
Perylene diimide (PDI) is a workhorse of the organic electronics community. However, the
vast majority of designs that include PDI substitute the core with various functional groups to …