Structural Isomerization of 2-Anilinonicotinic Acid Leads to a New Synthon in 6-Anilinonicotinic Acids

Siqing Peng; Faquan Yu; Danrui Xu; Conggang Li; Sean R. Parkin; Tonglei Li; Mingtao Zhang; Sihui Long

doi:10.1021/acs.cgd.8b00840

Structural Isomerization of 2-Anilinonicotinic Acid Leads to a New Synthon in 6-Anilinonicotinic Acids

Siqing Peng, Faquan Yu, Danrui Xu, Conggang Li, Sean R. Parkin, Tonglei Li, Mingtao Zhang, Sihui Long

Chemistry

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

3 Scopus citations

Abstract

Through structural modification of 2-anilinonicotinic acid by isomerization, a new synthon, acid-aminopyridine, is created, and the two original synthons, i.e., the acid-acid homosynthon and acid-pyridine heterosynthon are no longer observed in the newly designed 6-anilinonicotinic acids. The new synthon has a hydrogen-bond strength rivaling that of the acid-acid homosynthon and the acid-pyridine heterosynthon, as suggested by theoretical calculations, which explains its formation.

Original language	English
Pages (from-to)	4849-4859
Number of pages	11
Journal	Crystal Growth and Design
Volume	18
Issue number	9
DOIs	https://doi.org/10.1021/acs.cgd.8b00840
State	Published - Sep 5 2018

Bibliographical note

Publisher Copyright:
Copyright © 2018 American Chemical Society.

Funding

S.P. and S.L. thank Natural Science Foundation of Hubei Province (2014CFB787) and the President’s Fund of Wuhan Institute of Technology (CX2016075) for financial support.

Funders	Funder number
Natural Science Foundation of Hubei Province	2014CFB787
Natural Science Foundation of Hubei Province
Wuhan Institute of Technology	CX2016075
Wuhan Institute of Technology

ASJC Scopus subject areas

General Chemistry
General Materials Science
Condensed Matter Physics

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10.1021/acs.cgd.8b00840

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title = "Structural Isomerization of 2-Anilinonicotinic Acid Leads to a New Synthon in 6-Anilinonicotinic Acids",

abstract = "Through structural modification of 2-anilinonicotinic acid by isomerization, a new synthon, acid-aminopyridine, is created, and the two original synthons, i.e., the acid-acid homosynthon and acid-pyridine heterosynthon are no longer observed in the newly designed 6-anilinonicotinic acids. The new synthon has a hydrogen-bond strength rivaling that of the acid-acid homosynthon and the acid-pyridine heterosynthon, as suggested by theoretical calculations, which explains its formation.",

author = "Siqing Peng and Faquan Yu and Danrui Xu and Conggang Li and Parkin, \{Sean R.\} and Tonglei Li and Mingtao Zhang and Sihui Long",

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doi = "10.1021/acs.cgd.8b00840",

language = "English",

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T1 - Structural Isomerization of 2-Anilinonicotinic Acid Leads to a New Synthon in 6-Anilinonicotinic Acids

AU - Peng, Siqing

AU - Yu, Faquan

AU - Xu, Danrui

AU - Li, Conggang

AU - Parkin, Sean R.

AU - Li, Tonglei

AU - Zhang, Mingtao

AU - Long, Sihui

PY - 2018/9/5

Y1 - 2018/9/5

N2 - Through structural modification of 2-anilinonicotinic acid by isomerization, a new synthon, acid-aminopyridine, is created, and the two original synthons, i.e., the acid-acid homosynthon and acid-pyridine heterosynthon are no longer observed in the newly designed 6-anilinonicotinic acids. The new synthon has a hydrogen-bond strength rivaling that of the acid-acid homosynthon and the acid-pyridine heterosynthon, as suggested by theoretical calculations, which explains its formation.

AB - Through structural modification of 2-anilinonicotinic acid by isomerization, a new synthon, acid-aminopyridine, is created, and the two original synthons, i.e., the acid-acid homosynthon and acid-pyridine heterosynthon are no longer observed in the newly designed 6-anilinonicotinic acids. The new synthon has a hydrogen-bond strength rivaling that of the acid-acid homosynthon and the acid-pyridine heterosynthon, as suggested by theoretical calculations, which explains its formation.

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M3 - Article

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SN - 1528-7483

VL - 18

SP - 4849

EP - 4859

JO - Crystal Growth and Design

JF - Crystal Growth and Design

IS - 9

ER -

Structural Isomerization of 2-Anilinonicotinic Acid Leads to a New Synthon in 6-Anilinonicotinic Acids

Abstract

Bibliographical note

Funding

ASJC Scopus subject areas

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