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Author:

Fan, Qiangwen (Fan, Qiangwen.) | Duan, Xiaowei (Duan, Xiaowei.) | Yan, Hong (Yan, Hong.) (Scholars:闫红)

Indexed by:

Scopus SCIE

Abstract:

The solid state [2 + 2] photocycloaddition of N,N'-diacyl-1,4-dihydropyrazines has been investigated using thiourea as a template to preorient the reactants in the crystalline state in a manner that is beneficial for the [2 + 2] photocycloaddition. The structures of the photoadducts, syn-dimers and cage-dimers, were determined using NMR and single-crystal X-ray diffraction. According to the topochemical principles used to assess the feasibility of solid state photochemical [2 + 2] cycloaddition, topological analysis of cocrystals consisting of the N,N'-diacyl-1,4-dihydropyrazines and thiourea, as well as the syn-dimers, was performed to investigate the influence of packing modes and non-covalent interactions on their solid state photo-reactivity. The results showed that the solid state [2 + 2] reactivities of both the N,N'-diacyl-1,4-dihydropyrazines assembled using thiourea and the syn-dimers were controlled by the topochemical orientation of the potentially reactive double bonds and the H-bonding interactions within the adjacent reactive molecules.

Keyword:

Author Community:

  • [ 1 ] [Fan, Qiangwen]Beijing Univ Technol, Coll Life Sci & Bioengn, Pingleyuan 100, Beijing 100124, Peoples R China
  • [ 2 ] [Yan, Hong]Beijing Univ Technol, Coll Life Sci & Bioengn, Pingleyuan 100, Beijing 100124, Peoples R China
  • [ 3 ] [Duan, Xiaowei]Centaurus Biopharma Technol Co Ltd, Dept Pharmaceut Chem, Minzhuang Rd 3, Beijing 100195, Peoples R China

Reprint Author's Address:

  • 闫红

    [Yan, Hong]Beijing Univ Technol, Coll Life Sci & Bioengn, Pingleyuan 100, Beijing 100124, Peoples R China

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Source :

CRYSTENGCOMM

ISSN: 1466-8033

Year: 2018

Issue: 8

Volume: 20

Page: 1151-1157

3 . 1 0 0

JCR@2022

ESI Discipline: CHEMISTRY;

ESI HC Threshold:192

JCR Journal Grade:1

Cited Count:

WoS CC Cited Count: 8

SCOPUS Cited Count: 9

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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