Thermolysis of benzo[c]phenanthrene: Conversion of an alternant C18H12 PAH into non-alternant C18H10 PAHs.

被引:28
作者
Sarobe, M
Jenneskens, LW
Wiersum, UE
机构
[1] UNIV UTRECHT,DEBYE INST,DEPT PHYS ORGAN CHEM,3584 CH UTRECHT,NETHERLANDS
[2] AKZO NOBEL CENT RES,6800 SB ARNHEM,NETHERLANDS
关键词
D O I
10.1016/0040-4039(95)02320-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The product composition of the pyrolysates obtained upon thermolysis of the alternant C18H12 PAH benzo[c]phenanthrene (1) is markedly pressure dependent. At 0.1-0.5 Torr (N-2 carrier gas, 1050-1150 degrees C) 1 is converted into the non-alternant C18H10 PAH's cyclopenta[cd]pyrene (4) and benzo[ghi]fluoranthene (5) which have been identified as abundant combustion effluents and are associated with fullerene formation.
引用
收藏
页码:1121 / 1122
页数:2
相关论文
共 11 条
[1]  
BROWN RFC, 1993, SYNLETT, P9
[2]   ON THE MECHANISM OF FULLERENE FORMATION - TRAPPING OF SOME POSSIBLE INTERMEDIATES [J].
CHANG, TM ;
NAIM, A ;
AHMED, SN ;
GOODLOE, G ;
SHEVLIN, PB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (19) :7603-7604
[3]   REACTIVITY OF POLYCYCLIC AROMATIC ARYL RADICALS [J].
CHEN, RH ;
KAFAFI, SA ;
STEIN, SE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (04) :1418-1423
[4]   BENZYNES DEHYDROCONJUGATED MOLECULES AND INTERACTION OF ORBITALS SEPARATED BY A NUMBER OF INTERVENING SIGMA BONDS [J].
HOFFMANN, R ;
IMAMURA, A ;
HEHRE, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (06) :1499-&
[5]   PROPOSED FULLERENE PRECURSOR CORANNULENE IDENTIFIED IN FLAMES BOTH IN THE PRESENCE AND ABSENCE OF FULLERENE PRODUCTION [J].
LAFLEUR, AL ;
HOWARD, JB ;
MARR, JA ;
YADAV, T .
JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (51) :13539-13543
[6]  
NEILEN RHG, 1995, IN PRESS J CHEM SOC
[7]   SYNTHESIS OF BENZO[GHI]FLUORANTHENES FROM 1-HALOBENZO[C]-PHENANTHRENES BY FLASH-VACUUM-PYROLYSIS [J].
PLATER, MJ .
TETRAHEDRON LETTERS, 1994, 35 (33) :6147-6150
[8]   PREPARATIVE FLASH VACUUM THERMOLYSIS - A SHORT SYNTHESIS OF CYCLOPENTA[C,D]PYRENE [J].
SAROBE, M ;
ZWIKKER, JW ;
SNOEIJER, JD ;
WIERSUM, UE ;
JENNESKENS, LW .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (01) :89-90
[9]   THERMAL REARRANGEMENTS OF AROMATIC-COMPOUNDS .13. BENZENOID RING CONTRACTIONS IN THE THERMAL AUTOMERIZATION OF ACENAPHTHYLENE [J].
SCOTT, LT ;
ROELOFS, NH .
TETRAHEDRON LETTERS, 1988, 29 (52) :6857-6860
[10]  
STUDT P, 1983, LIEBIGS ANN CHEM, P519