Defining a Chemical Space of π-Conjugated Hydrocarbons by Unit-Based Construction

Suga, Kensuke; Takahashi, Hayato; Terayama, Kei et al.

Journal of Chemical Information and Modeling, 2026, 63, 533

Number of Access:17（2026-05-13 06:43 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/104546

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Title
Defining a Chemical Space of π-Conjugated Hydrocarbons by Unit-Based Construction
Creator
NRID
1000021020645 1000021020645
ORCID
0000-0003-3893-2172 0000-0003-3893-2172
researchmap permalink
sugakensuke sugakensuke
Scopus Author ID
57225119202 57225119202
CreatorName
Suga, Kensuke
CreatorName
Takahashi, Hayato
NRID
1000050789328 1000050789328
CreatorName
Terayama, Kei
NRID
1000030512587 1000030512587
CreatorName
Sumita, Masato
NRID
1000030580071 1000030580071
ORCID
0000-0003-1863-9956 0000-0003-1863-9956
researchmap permalink
read0156671 read0156671
CreatorName
Saito, Shohei
Description
Suga Kensuke, Takahashi Hayato, Terayama Kei, et al. Defining a Chemical Space of π-Conjugated Hydrocarbons by Unit-Based Construction. Journal of Chemical Information and Modeling 63, 533 (2026); https://doi.org/10.1021/acs.jcim.6c00213.
Abstract
π-Conjugated hydrocarbons are foundational molecular scaffolds in materials science. However, their design and discovery are limited by the lack of systematic frameworks for exploring their chemical space while preserving the structural validity. We present a unit-based molecule generation framework tailored to π-conjugated hydrocarbons, named CARBOT. This framework comprises a minimal set of chemically rational unit transformations, including vinyl- and ethynyl-group addition and cyclization via C–C bond formation. CARBOT is provably sound and complete within the scope of neutral Kekulé hydrocarbons, with carbons restricted to sp and sp2 hybridization, excluding allenes and carbenes. To accelerate access to aromatic frameworks, additional composite transformations are introduced. A depth-first search combined with a substructure-matching score enables rediscovery of a wide range of π-conjugated hydrocarbons within the defined space, including nonplanar nanographenes, highly strained carbon nanobelts, and Möbius hydrocarbons, and it can be scaled up to molecules as large as C200H100. The molecule generator is expected to provide a systematic foundation for the design and discovery of functional π-conjugated molecules.
Publisher
American Chemical Society (ACS)
Source Title
Journal of Chemical Information and Modeling
Volume (Issue)
63
Page
533
Date of Issued
2026-04-17
Language
English
Handle URL
https://hdl.handle.net/11094/104546
PISSN
15499596
eISSN
1549960X
Relation.isVersionOf
DOI (Publisher Version)
https://doi.org/10.1021/acs.jcim.6c00213
Access Rights
embargoed access
CopyRight
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Chemical Information and Modeling, © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.jcim.6c00213.
The full-text file will be made open to the public on 17 April 2027 in accordance with the publisher's policy.
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article