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      Chekhov paid his first visit to western Europe in the company of A.S. Suvorin, a wealthy newspaper proprietor and the publisher of much of Chekhov's own work. Their long and close friendship caused Chekhov some unpopularity, owing to the politically reactionary character of Suvorin's newspaper, Novoye vremya (“New Time”). Eventually Chekhov broke with Suvorin over the attitude taken by the paper toward the notorious Alfred Dreyfus affair in France, with Chekhov championing Dreyfus.

      During the years just before and after his Sakhalin expedition, Chekhov had continued his experiments as a dramatist. His Wood Demon (1888–89) is a long-winded and ineptly facetious four-act play, which somehow, by a miracle of art, became converted—largely by cutting—into Dyadya Vanya (Uncle Vanya), one of his greatest stage masterpieces. The conversion—to a superb study of aimlessness in a rural manor house—took place some time between 1890 and 1896; the play was published in 1897. Other dramatic efforts of the period include several of the uproarious one-act farces known as vaudevilles: Medved (The Bear), Predlozheniye (The Proposal), Svadba (The Wedding), Yubiley (The Anniversary), and others.

Melikhovo period: 1892–98

      After helping, both as doctor and as medical administrator, to relieve the disastrous famine of 1891–92, Chekhov bought a country estate in the village of Melikhovo, about 50 miles (80 km) south of Moscow. This was his main residence for about six years, providing a home for his aging parents, as also for his sister Mariya, who acted as his housekeeper and remained unmarried in order to look after her brother. The Melikhovo period was the most creatively effective of Chekhov's life so far as short stories were concerned, for it was during these six years that he wrote “The Butterfly,” “Neighbours” (1892), “An Anonymous Story” (1893), “The Black Monk” (1894), “Murder,” and “Ariadne” (1895), among many other masterpieces. Village life now became a leading theme in his work, most notably in “Peasants” (1897). Undistinguished by plot, this short sequence of brilliant sketches created more stir in Russia than any other single work of Chekhov's, partly owing to his rejection of the convention whereby writers commonly presented the Russian peasantry in sentimentalized and debrutalized form.

      Continuing to provide many portraits of the intelligentsia, Chekhov also described the commercial and factory-owning world in such stories as “A Woman's Kingdom,” (1894) and “Three Years” (1895). As has often been recognized, Chekhov's work provides a panoramic study of the Russia of his day, and one so accurate that it could even be used as a sociological source.

      In some of his stories of the Melikhovo period, Chekhov attacked by implication the teachings of Leo Tolstoy, the well-known novelist and thinker, and Chekhov's revered elder contemporary. Himself once (in the late 1880s) a tentative disciple of the Tolstoyan simple life, and also of nonresistance to evil as advocated by Tolstoy, Chekhov had now rejected these doctrines. He illustrated his new view in one particularly outstanding story: “Ward Number Six” (1892). Here an elderly doctor shows himself nonresistant to evil by refraining from remedying the appalling conditions in the mental ward of which he has charge—only to be incarcerated as a patient himself through the intrigues of a subordinate. In “My Life” (1896) the young hero, son of a provincial architect, insists on defying middle-class convention by becoming a house painter, a cultivation of the Tolstoyan simple life that Chekhov portrays as misconceived. In a later trio of linked stories, ”The Man in a Case,” “Gooseberries,” and “About Love” (1898), Chekhov further develops the same theme, showing various figures who similarly fail to realize their full potentialities. As these pleas in favour of personal freedom illustrate, Chekhov's stories frequently contain some kind of submerged moral, though he never worked out a comprehensive ethical or philosophical doctrine.

      Chayka (The Seagull) is Chekhov's only dramatic work dating with certainty from the Melikhovo period. First performed in St. Petersburg on Oct. 17, 1896 (O.S.), this four-act drama, misnamed a comedy, was badly received; indeed, it was almost hissed off the stage. Chekhov was greatly distressed and left the auditorium during the second act, having suffered one of the most traumatic experiences of his life and vowing never to write for the stage again. Two years later, however, the play was revived by the newly created Moscow Art Theatre, enjoying considerable success and helping to reestablish Chekhov as a dramatist. The Seagull is a study of the clash between the older and younger generations as it affects two actresses and two writers, some of the details having been suggested by episodes in the lives of Chekhov's friends.

Yalta period: 1899–1904

      In March 1897 Chekhov had suffered a lung hemorrhage caused by tuberculosis, symptoms of which had become apparent considerably earlier. Now forced to acknowledge himself a semi-invalid, Chekhov sold his Melikhovo estate and built a villa in Yalta, the Crimean coastal resort. From then on he spent most of his winters there or on the French Riviera, cut off from the intellectual life of Moscow and St. Petersburg. This was all the more galling since his plays were beginning to attract serious attention. Moreover, Chekhov had become attracted by a young actress, Olga Knipper, who was appearing in his plays, and whom he eventually married in 1901; the marriage probably marked the only profound love affair of his life. But since Knipper continued to pursue her acting career, husband and wife lived apart during most of the winter months, and there were no children of the marriage.

      Never a successful financial manager, Chekhov attempted to regularize his literary affairs in 1899 by selling the copyright of all his existing works, excluding plays, to the publisher A.F. Marx for 75,000 rubles, an unduly low sum. In 1899–1901 Marx issued the first comprehensive edition of Chekhov's works, in 10 volumes, after the author had himself rejected many of his juvenilia. Even so, this publication, reprinted in 1903 with supplementary material, was unsatisfactory in many ways.

      Chekhov's Yalta period saw a decline in the production of short stories and a greater emphasis on drama. His two last plays—Tri sestry (1901; Three Sisters) and Vishnyovy sad (1904; The Cherry Orchard)—were both written for the Moscow Art Theatre. But much as Chekhov owed to the theatre's two founders, Vladimir Nemirovich-Danchenko (Nemirovich-Danchenko, Vladimir Ivanovich) and Konstanin Stanislavsky (Stanislavsky, Konstantin Sergeyevich), he remained dissatisfied with such rehearsals and performances of his plays as he was able to witness. Repeatedly insisting that his mature drama was comedy rather than tragedy, Chekhov grew distressed when producers insisted on a heavy treatment, overemphasizing the—admittedly frequent—occasions on which the characters inveigh against the boredom and futility of their lives. Despite Stanislavsky's reputation as an innovator who had brought a natural, nondeclamatory style to the hitherto overhistrionic Russian stage, his productions were never natural and nondeclamatory enough for Chekhov, who wished his work to be acted with the lightest possible touch. And though Chekhov's mature plays have since become established in repertoires all over the world, it remains doubtful whether his craving for the light touch has been satisfied except on the rarest of occasions. Yet oversolemnity can be the ruin of Three Sisters, for example—the play in which Chekhov so sensitively portrays the longings of a trio of provincial young women. Insisting that his The Cherry Orchard was “a comedy, in places even a farce,” Chekhov offered in this last play a poignant picture of the Russian landowning class in decline, portraying characters who remain comic despite their very poignancy. This play was first performed in Moscow on Jan. 17, 1904 (O.S.), and less than six months later Chekhov died of tuberculosis.