Pre-organization of diarylideneacetonyl crownophanes in single crystals to photochemical transformations / Ovchinnikova I. G.,Nikulov D. K.,Bartashevich E. V.,Matochkina E. G.,Kodess M. I.,Slepukhin P. A.,Druzhinin A. V.,Fedorova O. V.,Rusinov G. L.,Charushin V. N. // RUSSIAN CHEMICAL BULLETIN. - 2011. - V. 60, l. 5. - P. 824-840.

ISSN/EISSN:

1066-5285 / 1573-9171

Type:

Article

Abstract:

Specific features of crystal packings and pre-organization of diarylideneacetonyl crownophane molecules to solid-phase photochemical transformations were studied on the basis of X-ray diffraction data using methods of simulation of molecular crystal packings. The tendency of the most part of the synthesized macrocyclic E,E-isomers to the formation of homochiral crystals (P2(1)2(1)2(1)) was revealed, while (23E,26E)-11,12,14,15-tetrahydro-8H-dinaphtho-{[}2,1-k:1',2'-r]{[}1,4,7, 10]tetraoxacyclononadecine-23,26-dien-25(9H)-one is prone to polymorphism. A phenomenon of solid-phase stereospecific photochemical dimerization of molecules according to the syn-head-to-tail type without crystal destruction (single crystal-single crystal transformation) was found for one of the modifications of this crownophane.

Author keywords:

crownophanes; {[}2+2] photocycloaddition; topochemical control; alpha-truxillic structure; photochemical transformation single crystal single crystal STATE 2+2 AUTOPHOTOCYCLOADDITION; TRANS-CINNAMIC ACIDS; ORGANIC-SOLID-STATE; PI INTERACTIONS; PHOTODIMERIZATION; TOPOCHEMISTRY; CYCLOADDITION; SPECTROSCOPY; ROTATION; CHAIN

DOI:

10.1007/s11172-011-0131-x

Web of Science ID:

ISI:000297153800007

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	MAY
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-9171
Keywords-Plus	STATE 2+2 AUTOPHOTOCYCLOADDITION; TRANS-CINNAMIC ACIDS; ORGANIC-SOLID-STATE; PI INTERACTIONS; PHOTODIMERIZATION; TOPOCHEMISTRY; CYCLOADDITION; SPECTROSCOPY; ROTATION; CHAIN
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	iov@ios.uran.ru kbartash@yandex.ru druzhimin@imp.uran.ru
ResearcherID-Numbers	Druzhinin, Anatoly/K-5765-2013 Bartashevich, Ekaterina/B-2109-2014
ORCID-Numbers	Druzhinin, Anatoly/0000-0001-9944-096X Bartashevich, Ekaterina/0000-0003-0424-6828
Funding-Acknowledgement	Presidium of the Ural Branch of the Russian Academy of Sciences {[}09-I-3-2004, 09-P-3-2001, 09-T-3-1024]
Funding-Text	This work was financially supported by the Presidium of the Ural Branch of the Russian Academy of Sciences (Grants 09-I-3-2004, 09-P-3-2001, 09-T-3-1024, and 09-I-3-2004).
Number-of-Cited-References	56
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	5
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	849VQ