The mechanism of conversion of substituted glycals to chiral acenes via Diels–Alder reaction: a computational study-Reference-Cited by-同舟云学术

The mechanism of conversion of substituted glycals to chiral acenes via Diels–Alder reaction: a computational study

Published:2021 Issue:28 Volume:19 Page:6353-6367
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Jana Kalyanashis¹²³⁴⁵^ORCID,Wakchaure Padmaja D.¹²³⁴⁵,Hussain Nazar⁴⁵³⁶⁷,Mukherjee Debaraj⁴⁵³⁶⁷,Ganguly Bishwajit¹²³⁴⁵^ORCID

Affiliation:

1. CSIR–Central Salt and Marine Chemicals Research Institute

2. Bhavnagar 364002

3. India

4. Academy of Scientific and Innovative Research

5. Ghaziabad

6. Natural Product Chemistry Division

7. Indian Institute of Integrative Medicine (IIIM)

Abstract

Transformation of substituted glycals to chiral fused aromatic cores using DFT calculations reveal that the base catalyzed reaction is favorable over sigmatropic [1,5] hydrogen shift and the product formation is governed by aromaticity.

Funder

University Grants Commission

Council of Scientific and Industrial Research, India

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB00408E

Reference61 articles.

1. HOMO−LUMO Gap as an Index of Molecular Size and Structure for Polycyclic Aromatic Hydrocarbons (PAHs) and Asphaltenes: A Theoretical Study. I

2. The Larger Acenes: Versatile Organic Semiconductors

3. Annulative π-Extension (APEX): Rapid Access to Fused Arenes, Heteroarenes, and Nanographenes

4. Semiconducting π-Conjugated Systems in Field-Effect Transistors: A Material Odyssey of Organic Electronics

5. High-Performance, Solution-Processed Organic Thin Film Transistors from a Novel Pentacene Precursor

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