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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.
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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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