Studies of the oxidation of hexabenzylhexaazaisowurtzitane

Ya Yu Li; Lin Wang; Qiu Han Lin; Qiao Li Ma; Si Ping Pang; Yong Zhong Yu

Studies of the oxidation of hexabenzylhexaazaisowurtzitane

Ya Yu Li^*, Lin Wang, Qiu Han Lin, Qiao Li Ma, Si Ping Pang, Yong Zhong Yu

^*Corresponding author for this work

School of Material Science and Engineering

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

2 Citations (Scopus)

Abstract

A series of oxidation reactions of hexabenzylhexaazaisowurtzitane (HBIW, 1) were studied. Compound 1 was treated with potassium permanganate in CH₂Cl₂ by adding Na₂CO₃ to adjust pH to 7-8 to obtain tetrabenzoyldibenzylhexaazaisowurtzitane (3) with a yield of 70%. With acetic anhydride (Ac₂O) as solvent, monoacetyltribenzoyldibenzylhexaazaisowurtzitane (4), diacetyldibenzoyldibenzylhexaazaisowurtzitane (5), triacetylmonobenzoyldibenzylhexaazaisowurtzitane (6) and tetraacetyldibenzylhexaazaisowurtzitane (7) were also obtained from the oxidation of compound 1. The results show that only the oxidative cleavage of the cage system in compound 1 was observed in most cases. The cleavage was a cation catalysis mechanism. Copyright.

Original language	English
Pages (from-to)	476-479
Number of pages	4
Journal	Journal of Beijing Institute of Technology (English Edition)
Volume	19
Issue number	4
Publication status	Published - Dec 2010

Keywords

Cage system
Cation
Hexabenzylhexaazaisowurtzitane
Oxidation cleavage

Cite this

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title = "Studies of the oxidation of hexabenzylhexaazaisowurtzitane",

abstract = "A series of oxidation reactions of hexabenzylhexaazaisowurtzitane (HBIW, 1) were studied. Compound 1 was treated with potassium permanganate in CH2Cl2 by adding Na2CO3 to adjust pH to 7-8 to obtain tetrabenzoyldibenzylhexaazaisowurtzitane (3) with a yield of 70%. With acetic anhydride (Ac2O) as solvent, monoacetyltribenzoyldibenzylhexaazaisowurtzitane (4), diacetyldibenzoyldibenzylhexaazaisowurtzitane (5), triacetylmonobenzoyldibenzylhexaazaisowurtzitane (6) and tetraacetyldibenzylhexaazaisowurtzitane (7) were also obtained from the oxidation of compound 1. The results show that only the oxidative cleavage of the cage system in compound 1 was observed in most cases. The cleavage was a cation catalysis mechanism. Copyright.",

keywords = "Cage system, Cation, Hexabenzylhexaazaisowurtzitane, Oxidation cleavage",

author = "Li, {Ya Yu} and Lin Wang and Lin, {Qiu Han} and Ma, {Qiao Li} and Pang, {Si Ping} and Yu, {Yong Zhong}",

year = "2010",

month = dec,

language = "English",

volume = "19",

pages = "476--479",

journal = "Journal of Beijing Institute of Technology (English Edition)",

issn = "1004-0579",

publisher = "Beijing Institute of Technology",

number = "4",

}

TY - JOUR

T1 - Studies of the oxidation of hexabenzylhexaazaisowurtzitane

AU - Li, Ya Yu

AU - Wang, Lin

AU - Lin, Qiu Han

AU - Ma, Qiao Li

AU - Pang, Si Ping

AU - Yu, Yong Zhong

PY - 2010/12

Y1 - 2010/12

N2 - A series of oxidation reactions of hexabenzylhexaazaisowurtzitane (HBIW, 1) were studied. Compound 1 was treated with potassium permanganate in CH2Cl2 by adding Na2CO3 to adjust pH to 7-8 to obtain tetrabenzoyldibenzylhexaazaisowurtzitane (3) with a yield of 70%. With acetic anhydride (Ac2O) as solvent, monoacetyltribenzoyldibenzylhexaazaisowurtzitane (4), diacetyldibenzoyldibenzylhexaazaisowurtzitane (5), triacetylmonobenzoyldibenzylhexaazaisowurtzitane (6) and tetraacetyldibenzylhexaazaisowurtzitane (7) were also obtained from the oxidation of compound 1. The results show that only the oxidative cleavage of the cage system in compound 1 was observed in most cases. The cleavage was a cation catalysis mechanism. Copyright.

AB - A series of oxidation reactions of hexabenzylhexaazaisowurtzitane (HBIW, 1) were studied. Compound 1 was treated with potassium permanganate in CH2Cl2 by adding Na2CO3 to adjust pH to 7-8 to obtain tetrabenzoyldibenzylhexaazaisowurtzitane (3) with a yield of 70%. With acetic anhydride (Ac2O) as solvent, monoacetyltribenzoyldibenzylhexaazaisowurtzitane (4), diacetyldibenzoyldibenzylhexaazaisowurtzitane (5), triacetylmonobenzoyldibenzylhexaazaisowurtzitane (6) and tetraacetyldibenzylhexaazaisowurtzitane (7) were also obtained from the oxidation of compound 1. The results show that only the oxidative cleavage of the cage system in compound 1 was observed in most cases. The cleavage was a cation catalysis mechanism. Copyright.

KW - Cage system

KW - Cation

KW - Hexabenzylhexaazaisowurtzitane

KW - Oxidation cleavage

UR - http://www.scopus.com/inward/record.url?scp=79952210041&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:79952210041

SN - 1004-0579

VL - 19

SP - 476

EP - 479

JO - Journal of Beijing Institute of Technology (English Edition)

JF - Journal of Beijing Institute of Technology (English Edition)

IS - 4

ER -

Studies of the oxidation of hexabenzylhexaazaisowurtzitane

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Keywords

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